In the Court of Appeal of Alberta  
Citation: Capital Steel Inc v Chandos Construction Ltd, 2019 ABCA 32  
Date: 20190129  
Docket: 1703-0085-AC  
Registry: Edmonton  
Between:  
Deloitte Restructuring Inc. in its Capacity  
as Trustee in Bankruptcy of Capital Steel Inc., a Bankrupt  
Appellant  
(Plaintiff/Applicant)  
- and -  
Chandos Construction Ltd.  
Respondent  
(Defendant/Respondent)  
_______________________________________________________  
The Court:  
The Honourable Madam Justice Patricia Rowbotham  
The Honourable Madam Justice Barbara Lea Veldhuis  
The Honourable Mr. Justice Thomas W. Wakeling  
_______________________________________________________  
Reasons for Judgment Reserved of The Honourable Madam Justice Rowbotham  
Concurred in by The Honourable Madam Justice Veldhuis  
Dissenting Reasons for Judgment Reserved of The Honourable Mr. Justice Wakeling  
Appeal from the Order by  
The Honourable Mr. Justice K.G. Nielsen  
Dated the 17th day of March, 2017  
Filed on the 27th day of March, 2017  
(Docket: BK03 2169632)  
_______________________________________________________  
Reasons for Judgment Reserved of  
The Honourable Madam Justice Rowbotham  
_______________________________________________________  
I.  
Introduction  
A construction contract between Capital Steel Inc. (Capital Steel) and Chandos  
[1]  
Construction Ltd. (Chandos) contained a provision that imposed a monetary consequence on  
Capital Steel’s insolvency. When Capital Steel filed an assignment in bankruptcy, Deloitte  
Restructuring Inc. (Deloitte) was appointed as the trustee in bankruptcy for Capital Steel’s estate.  
A chambers judge allowed Chandos to rely on the provision with the result that there were less  
assets in Capital Steel’s estate for distribution to creditors. At issue on appeal is whether the  
provision conflicts with the common law anti-deprivation rule, which prevents parties from  
contracting out of bankruptcy laws.  
[2]  
This case is not fundamentally one of contract law but of bankruptcy law. It is insolvency  
law that determines the outcome. The Bankruptcy and Insolvency Act, RSC 1985, c B-3 (BIA)  
provides the mechanism for the orderly liquidation of a bankrupt’s estate and the distribution of the  
value of the estate in accordance with the statutory provisions, including the priorities established  
therein. Its purpose is to codify, for all debtors and creditors, what will transpire in the event of a  
bankruptcy. This certainty is critical to the operation of commercial entities throughout Canada.  
[3]  
One of the purposes of the BIA is to prevent a premature race to the debtor’s assets. The Act  
is premised on collective action intended to maximize the return to all creditors pari passu. The  
Act specifically gives trustees the power to set aside preferences and other fraudulent transactions  
whose underlying objective is to circumvent the Act.  
[4]  
A trustee in bankruptcy has an obligation to take possession of all property of the bankrupt.  
Section 67(1) of the BIA defines property of the bankrupt that is divisible among the creditors.  
Accounts receivable clearly fall within that definition. In addition, a right of set off that existed at  
the date of bankruptcy (not as a result of the bankruptcy) is not affected.  
[5]  
A contractual provision triggered only in the event of insolvency or bankruptcy which  
would deprive creditors of value otherwise available to them and effectively directs the value to an  
unsecured creditor is void: Aircell Communications Inc v Bell Mobility Cellular Inc, 2013 ONCA  
95 at paras 10-12, 14 CBR (6th) 276.  
[6]  
The contractual provision at issue in this appeal is such a provision and offends the  
common law anti-deprivation rule. The rule forms part of the common law of Canada and has not  
been ousted by amendments to the BIA. The chambers judge acknowledged the rule but, in my  
view, applied the wrong test for determining whether the provision offended the anti-deprivation  
rule. I allow the appeal.  
Page: 2  
II.  
Facts  
Chandos was hired as the general contractor for a condominium project in St. Albert,  
[7]  
Alberta. It subcontracted steel-related work on the project to Capital Steel for a price of  
$1,373,300.47. Capital Steel completed the majority of the work required under the subcontract,  
and Chandos made payments to Capital Steel totalling $1,223,682.08. This left an outstanding  
balance of $149,618.39.  
[8]  
On September 26, 2016, Capital Steel filed an assignment in bankruptcy. Deloitte was  
appointed as the trustee. Capital Steel had not completed everything required under the  
subcontract prior to filing the assignment, causing Chandos to incur costs estimated at $22,800.00  
to complete Capital Steel’s work on the project.  
[9]  
Offsetting the $22,800.00 in completion costs against the outstanding balance of  
$149,618.39, Chandos owed a total of $126,818.39 to Capital Steel. Chandos took the position that  
it was entitled to further offset this amount against 10 percent of the total contract price, or  
$137,330.05, which it alleged Capital Steel had agreed to forfeit in the event of insolvency. This  
would effectively eliminate the debt owing from Chandos to Capital Steel and give Chandos a  
$10,511.66 claim provable in the bankruptcy proceedings. Clause VII Q of the subcontract reads,  
in part:  
In the event the Subcontractor commits any act of insolvency, bankruptcy, winding  
up or other distribution of assets, or permits a receiver of the Subcontractor's  
business to be appointed, or ceases to carry on business or closes down its  
operations, then in any such events:  
(d) the Subcontractor shall forfeit 10 [percent] of the within Subcontract  
Agreement price to the Contractor as a fee for the inconvenience of  
completing the work using alternate means and/or for monitoring the work  
during the warranty period.  
[10] On March 6, 2017, Deloitte applied to the Court of Queen’s Bench seeking advice and  
directions on whether Chandos was entitled to rely on clause VII Q(d).  
III.  
Decision Below  
[11] Before the chambers judge, Deloitte argued that clause VII Q(d) had the effect of  
withdrawing value from Capital Steel’s estate that would otherwise flow to creditors. As the clause  
was triggered by Capital Steel’s insolvency, Deloitte argued that it violated the common law  
anti-deprivation rule. It also argued that clause VII Q(d) was an unenforceable penalty, rather than  
a liquidated damages provision.  
Page: 3  
[12] The chambers judge recognized that the common law anti-deprivation rule prevents parties  
from contracting out of bankruptcy laws. He stated that if clause VII Q(d) were a liquidated  
damages provision rather than a penalty, it would not violate the rule.  
[13] The chambers judge ultimately found that the clause was a genuine pre-estimate of  
damages, which imposed liquidated damages and not a penalty. He also held that clause VII Q(d)  
represented a bona fide commercial transaction that did not have as its predominant purpose the  
deprivation of Capital Steel’s property. Consequently, the chambers judge concluded that Chandos  
could enforce clause VII Q(d) against Deloitte.  
IV.  
Grounds of Appeal and Standard of Review  
[14] Deloitte’s appeal raises two issues:  
1. Does clause VII Q(d) violate the common law anti-deprivation rule?  
2. Does clause VII Q(d) impose liquidated damages or a penalty?  
[15] The content of the common law anti-deprivation rule and the proper test for invalidating  
penalty provisions are pure questions of law reviewable for correctness: Housen v Nikolaisen,  
2002 SCC 33 at para 8, [2002] 2 SCR 235. Absent an extricable legal error, the chambers judge’s  
application of the proper tests is reviewable on a standard of palpable and overriding error: Housen  
at para 36.  
V.  
Analysis  
[16] The common law anti-deprivation rule and the rule against penalties are two distinct  
concepts that must be assessed separately. Clause VII Q(d) may be found unenforceable under  
either of the two rules. I conclude that clause VII Q(d) conflicts with the anti-deprivation rule, and  
it is therefore unnecessary for me to consider whether clause VII Q(d) imposes liquidated damages  
or a penalty.  
A. The Common Law Anti-Deprivation Rule  
[17] The anti-deprivation rule forms a part of what is referred to as the “fraud on the bankruptcy  
law” principle. The essence of the fraud on the bankruptcy principle is that parties cannot arrange  
their affairs through contract in a way that conflicts with the operation of bankruptcy laws:  
Roderick J Wood, “Direct Payment Clauses and the Fraud Upon the Bankruptcy Law Principle: Re  
Horizon Earthworks Ltd. (Bankrupt)” (2014) 52:1 Alta LR 171 [Wood, “Fraud Upon the  
Bankruptcy”]; Anthony Duggan et al, Canadian Bankruptcy and Insolvency Law, 3rd ed (Toronto:  
Emond, 2015) at 297.  
[18] The chambers judge commented that there was some debate about whether the  
anti-deprivation rule applied in Canada and the extent of its application. He ultimately concluded  
Page: 4  
that it was clear that there was a common law rule, based on public policy, that prevented parties  
from contracting out of bankruptcy law and that given the rule, he would determine whether clause  
VII (Q)(d) was an attempt to contract out of bankruptcy law. Deloitte submits that Canadian  
jurisprudence recognizes the common law anti-deprivation rule. Chandos does not deny the  
existence of the rule, but contends it has not enjoyed significant application in Canada. My  
colleague, Wakeling JA, goes further and concludes that the common law anti-deprivation rule is  
not part of Canadian law. I disagree with his conclusion.  
[19] The fraud on the bankruptcy law principle traces its origins from England; by the 19th  
century, the principle’s adoption was certain enough to warrant commentary that “the law is too  
clearly settled to admit of a shadow of doubtabout its application: Whitmore v Mason (1861), 70  
ER 1031 at 1034, 2 J & H 204.  
[20] The fraud on the bankruptcy law principle can be divided into two distinct sub-rules:  
Roderick J Wood, Bankruptcy and Insolvency Law, 2nd ed (Toronto: Irwin, 2015) at 88 [Wood,  
“Bankruptcy and Insolvency”]. The first is the pari passu rule. This rule invalidates contractual  
provisions that, if enforced during bankruptcy proceedings, would alter the bankruptcy scheme of  
distribution. Provisions that offend the pari passu rule do not affect the size of the total pot of  
assets available to creditors but allow certain creditors to receive more than their fair share:  
Duggan et al at 444; Wood, “Fraud Upon the Bankruptcyat 177. Under the pari passu rule, it is  
irrelevant whether the contractual provision is triggered by insolvency; arrangements that would  
have been enforceable against the debtor outside of bankruptcy proceedings, but would alter the  
scheme of distribution after proceedings begin, are unenforceable against the trustee: Wood,  
“Fraud Upon the Bankruptcy” at 177.  
[21] The second rule of the fraud on the bankruptcy law principle is the anti-deprivation rule.  
The anti-deprivation rule prevents parties from agreeing to remove property from a bankrupt’s  
estate in the event of insolvency that would have otherwise vested in the trustee: Duggan et al at  
297; Wood, “Fraud Upon the Bankruptcy” at 176. Provisions that offend the anti-deprivation rule  
reduce the total pot of assets available to the bankrupt’s creditors. As stated in Whitmore at 1034:  
[N]o person possessed of property can reserve that property to himself until he shall  
become bankrupt, and then provide that, in the event of his becoming bankrupt, it  
shall pass to another and not to his creditors.  
[22] In my view, the fraud on the bankruptcy law principle, including the anti-deprivation rule,  
has a clear jurisprudential and policy basis that supports its application. The anti-deprivation rule  
was adopted from England and continues to apply in Canada.  
[23]  
There is no doubt that the pari passu rule applies in Canada. In AN Bail Co v Gingras et al,  
[1982] 2 SCR 475, 54 NR 280, the Supreme Court dealt with a direct payment clause in a  
construction contract. The clause allowed the property owner to pay any amounts owing to the  
general contractor directly to subcontractors to satisfy the general contractor’s obligations. When  
Page: 5  
the general contractor entered bankruptcy, the trustee argued that this provision was no longer  
effective. While the provision would not reduce the total amount available to creditors, the  
subcontractors receiving a direct payment would have received more than what they would have  
under the applicable legislative scheme. The Supreme Court stated at 487 that:  
It would be to disregard the Bankruptcy Act and deprive it of all meaning if the  
debtor of a bankrupt, instead of paying the trustee, were authorized, by contract or  
some other means, to pay one or other of the creditors of the bankrupt as he saw fit.  
[24] Notably, the contractual arrangement in Bail would have been enforceable against the  
debtor outside of bankruptcy proceedings. And even though, as a general rule, the trustee in  
bankruptcy enjoys no greater rights than the debtor, it would have been inequitable to enforce the  
provision against the trustee to alter the legislated scheme of distribution.  
[25] This Court applied Bail to invalidate a similar provision in Greenview (Municipal District  
No 16) v Bank of Nova Scotia, 2013 ABCA 302, 556 AR 34, as offending the pari passu rule.  
[26] Canadian courts have also adopted the anti-deprivation rule: In re Hoskins and Hawkey,  
[1877] OJ No 16, 1 OAR 379 (CA); Re Wetmore, [1924] NBJ No 6, [1924] 4 DLR 66 (SC (AD));  
Westerman (Re) (Trustee of), 1998 ABQB 946, 234 AR 371, rev’d on other grounds 1999 ABQB  
708, 275 AR 114; Knechtel Furniture Ltd (Re), [1985] OJ No 1265, 56 CBR (NS) 258 (SC);  
Frechette (Re) (1982), 138 DLR (3d) 61, 42 CBR (NS) 50 (Que SC). Canadian Imperial Bank of  
Commerce v Bramalea Inc (1995), 33 OR (3d) 692, [1995] OJ No 4884 (Ct J (Gen Div)), is often  
cited as the leading authority. The provision at issue in Bramalea would have allowed one party to  
purchase their insolvent partner’s partnership interest at the lesser of book value or fair market  
value. Blair J accepted the respondent’s argument, at 694, that:  
A provision in an agreement which provides that upon an insolvency, value is  
removed from the reach of the insolvent person's creditors to which would  
otherwise have been available to them, and places that value in the hands of others  
... is void on the basis that it violates the public policy of equitable and fair  
distribution amongst unsecured creditors in insolvency situations.  
[27] The Ontario Court of Appeal recently adopted Blair J’s formulation of the rule: Aircell at  
paras 10-12. The rule was again recently recognized by the Ontario Superior Court: HGC v IESO,  
2019 ONSC 259 at para 100.  
[28] A judge of this Court has also recognized the anti-deprivation rule. At issue in 1183882  
Alberta Ltd (Sok’s Contracting) v Valin Industrial Mill Installations Ltd, 2012 ABCA 62, 522 AR  
285, leave to appeal to SCC refused, [2012] SCCA No 180, was a contractual provision that  
conveyed an option that had the effect of depriving creditors of one of the debtor’s assets.  
McDonald JA concluded that the provision offended the common law anti-deprivation rule and  
Page: 6  
was therefore invalid. While McDonald JA was in dissent, the majority did not comment on the  
provision or the anti-deprivation rule.  
[29] There does not appear to be any decision that expressly rejects the anti-deprivation rule’s  
application in Canada. Chandos argues, however, that the Supreme Court of Canada’s decision in  
Coopérants, Mutual Life Insurance Society (Liquidator of) v Dubois, [1996] 1 SCR 900, 133 DLR  
(4th) 643 implicitly abandons the rule. This argument is premised on the basis that the reasoning in  
Bramalea relied, in part, on the Quebec Court of Appeal decision that was overturned by the  
Supreme Court of Canada in Coopérants. In my view, Coopérants does not reject the  
anti-deprivation rule’s application in Canada. The outcome in Coopérants turned on the fact that  
there was no evidence the contractual provision at issue prejudiced creditors: Adrienne Ho, “The  
Treatment of Ipso Facto Clauses in Canada” (2015) 61:1 McGill LJ 139 at 169.  
[30] The provision at issue in Coopérants allowed the debtor’s co-owners, in the event of the  
debtor’s insolvency, to purchase the debtor’s interest in certain immovable property at 75 percent  
of the property’s fair market value. Though this type of provision could potentially prejudice  
creditors, the Supreme Court determined that no prejudicial effect was apparent in the  
circumstances. The property’s fair market value was calculated without considering ownership  
restrictions that would affect the price obtained through liquidation: Coopérants at para 42. The  
evidentiary record also lacked information about the property’s appraisal value, which prevented  
the Court from identifying any prejudice: Coopérants at para 44. The Supreme Court stated at para  
40 that:  
The assets available for distribution to the other creditors are not diminished. Even  
if this may mean that the appellant's claim is satisfied while unsecured monetary  
claims are not, the other unsecured creditors cannot complain because they will not  
be suffering any harm.  
[31] The Supreme Court’s reasoning in Coopérants is consistent with the anti-deprivation rule  
described in Bramalea. The anti-deprivation rule is concerned with provisions that have a  
prejudicial impact on creditors. The rule has no application where the prejudicial effect is not  
immediately apparent and the party seeking to have the contractual arrangement deemed  
unenforceable has not established any prejudice.  
[32] In summary, the principle that parties cannot contract out of bankruptcy laws has a lengthy  
common law history, dating back at least to the 18th century in England: Wood, “Fraud Upon the  
Bankruptcy” at 171. The anti-deprivation rule in particular has received positive treatment from  
Canadian courts. Contracting parties cannot rely on provisions that are engaged by a debtor’s  
insolvency and remove value from the debtor’s estate to the prejudice of creditors. Much like the  
pari passu rule, I accept that it would disregard the BIA and deprive it of all meaning if a bankrupt  
could agree that assets would be diverted out of its estate in the event of insolvency: Bail at 487.  
Page: 7  
B. Effect of the Statutory Ipso Facto Provisions  
[33] The BIA includes provisions invalidating certain types of contract clauses that take effect  
upon the occurrence of a debtor’s insolvency. However, the statutory provisions apply only to  
corporate restructuring, consumer proposals, and consumer bankruptcies. None of the BIA  
provisions applies to corporate bankruptcies, meaning that they do not apply in this case. Chandos  
contends and my colleague concludes that the BIA provisions codify and, in the present context,  
supplant the common law anti-deprivation rule. In my view, a more appropriate conclusion is that  
the statutory provisions were intended to expand the common law to provide protection to debtors  
in situations where the anti-deprivation rule would not have protected them.  
[34] Provisions that offend the anti-deprivation rule are also referred to as ipso facto clauses, a  
term which encompasses any provision that sets out the consequences of a debtor’s insolvency:  
Black’s Law Dictionary, 10th ed, sub verbo ipso facto clause”; Duggan et al at 296. However, not  
all ipso facto clauses offend the anti-deprivation rule. For example, some ipso facto clauses  
operate to terminate executory agreements between an insolvent debtor and another contracting  
party: Duggan et al at 296; Wood, “Bankruptcy and Insolvency” at 178. Eliminating a debtor’s  
opportunity to perform a contract does not necessarily result in a deprivation of value that would  
prejudice creditors.  
[35] The United States Code expressly prohibits ipso facto provisions regardless of whether  
they offend the anti-deprivation rule: 11 USC § 365(e); 11 USC § 541(c). The provisions read, in  
part:  
365(e)(1) Notwithstanding a provision in an executory contract or unexpired lease,  
or in applicable law, an executory contract or unexpired lease of the debtor may not  
be terminated or modified, and any right or obligation under such contract or lease  
may not be terminated or modified, at any time after the commencement of the case  
solely because of a provision in such contract or lease that is conditioned on—  
(A) the insolvency or financial condition of the debtor at any time before the  
closing of the case;  
(B) the commencement of a case under this title; or  
(C) the appointment of or taking possession by a trustee in a case under this  
title or a custodian before such commencement.  
541(c)(1) an interest of the debtor in property becomes property of the estate …  
notwithstanding any provision in an agreement, transfer instrument, or applicable  
nonbankruptcy law—  
Page: 8  
(B) that is conditioned on the insolvency or financial condition of the  
debtor, on the commencement of a case under this title, or on the  
appointment of or taking possession by a trustee in a case under this title or  
a custodian before such commencement, and that effects or gives an option  
to effect a forfeiture, modification, or termination of the debtor’s interest in  
property.  
[36] In contrast, section 65.1 of the BIA, which applies when a commercial debtor has filed a  
notice of intention or proposal, is representative of the BIA’s ipso facto provisions. The provision  
reads, in part:  
65.1 (1) If a notice of intention or a proposal has been filed in respect of an  
insolvent person, no person may terminate or amend any agreement, including a  
security agreement, with the insolvent person, or claim an accelerated payment, or  
a forfeiture of the term, under any agreement, including a security agreement, with  
the insolvent person, by reason only that  
(a) the insolvent person is insolvent; or  
(b) a notice of intention or a proposal has been filed in respect of the  
insolvent person.  
[37] Sections 66.34 and 84.2 of the BIA are similarly worded and invalidate ipso facto clauses in  
the context of consumer proposals and consumer bankruptcies, respectively. Notably, all of these  
sections mirror 11 USC § 365(e) but make no mention of the property deprivation targeted by 11  
USC § 541(c). In my view, this is because the BIA provisions were primarily intended to prohibit  
ipso facto clauses that terminate or modify executory agreements.  
[38] The prohibition on ipso facto clauses initially applied only to commercial restructuring and  
consumer proposals, as sections 65.1 and 66.34 of the BIA were enacted prior to section 84.2. In  
other words, Parliament first saw fit to prohibit the use of certain ipso facto provisions in contexts  
where debtors are attempting to reach a compromise with their creditors. In those contexts, it is  
important to maintain the status quo by allowing debtors to continue to rely on existing contractual  
relationships: Ho at 146. Preserving such relationships helps provide debtors with the opportunity  
to successfully restructure their liabilities: Crystalline Investments Ltd v Domgroup Ltd (2002), 58  
OR (3d) 549 at paras 6-8, 210 DLR (4th) 659 (CA), aff’d 2004 SCC 3, [2004] 1 SCR 60. The same  
concern is not as pressing with respect to a corporate bankruptcy, as the corporate entity is destined  
for liquidation: Ho at 182.  
Page: 9  
[39] For consumers, the ipso facto provisions provide further protection, preventing creditors  
from terminating basic services even where the debtor has failed to make required payments: BIA,  
ss 66.34(3), 84.2(3).  
[40] For example, section 66.34(3) provides:  
66.34 (3) Where a consumer proposal has been filed in respect of a consumer  
debtor, no public utility may discontinue service to that consumer debtor by reason  
only that  
(a) the consumer debtor is insolvent,  
(b) a consumer proposal has been filed in respect of the consumer  
debtor, or  
(c) the consumer debtor has not paid for services rendered, or  
material provided, before the filing of the consumer proposal  
until the consumer proposal has been withdrawn, refused by the creditors or the  
court, annulled or deemed annulled.  
[41] In the 2009 amendments to the BIA, the ipso facto prohibitions were extended to consumer  
bankruptcies. This was motivated by the “fresh start” principle that stems from the discharge  
available to consumer bankrupts. Prohibiting ipso facto termination clauses ensures that a debtor  
seeking a fresh start cannot be “unreasonably evicted from their home, denied basic and essential  
services or denied other benefits to which they would otherwise be entitled”: Duggan et al at 296,  
citing Industry Canada, Bill C-55 Clause-by-Clause Analysis (6 September 2011). The Senate  
Standing Committee on Banking, Trade and Commerce, which recommended the reform,  
similarly stated that ipso facto clauses “should be unenforceable in order to ensure that debtors  
continue to have access to the basic services that they and their families need”: Senate, Standing  
Committee on Banking, Trade and Commerce, Debtors and Creditors Sharing the Burden: A  
Review of the Bankruptcy and Insolvency Act and the Companies’ Creditors Arrangement Act  
(November 2003) at 75 (Chair: Hon Richard H. Kroft). This concern has no bearing on corporate  
bankruptcies.  
[42] The statutory provisions exhibit a debtor-protection purpose with two facets. First, they  
ensure that consumer and corporate debtors seeking to restructure their affairs have the time and  
resources to do so by maintaining the status quo. Second, the provisions extend protection to all  
consumer debtors to prevent the termination of basic services and executory agreements. This  
protection recognizes the impact such terminations would have on individuals and their families.  
These purposes are either less pressing or completely inapplicable to corporate bankruptcies,  
which may explain why the statutory provisions were not extended to those situations. Moreover,  
the debtor-protection purpose of the statutory provisions stands in contrast to the anti-deprivation  
rule, which protects creditors by ensuring a fair and equitable distribution of the debtor’s estate:  
Page: 10  
Bramalea at 694. In my view, this difference in purpose suggests that the statutory provisions  
expanded the common law. It does not lead to the inference that the common law rule was  
replaced.  
[43] Furthermore, the BIA provisions represent only a partial codification of the  
anti-deprivation rule: Wood, “Bankruptcy and Insolvency” at 90. None of the statutory provisions  
mentions a deprivation of assets from the debtor’s estate – the sole concern of the anti-deprivation  
rule. In my view, there are at least some deprivations of property that would not be considered a  
termination, amendment, acceleration, or forfeiture of a term caught by the language of the  
statutory provisions. Professor Wood also notes that “there may be instances where the transaction  
arises out of a grant rather than an agreement or involves a transfer of an asset to a third party so as  
to take it outside the ambit of the statutory provision[s]”: Wood, “Bankruptcy and Insolvency” at  
90.  
[44] Even if the BIA provisions do fully capture the common law rule, their scope is certainly  
much broader. The anti-deprivation rule is not generally concerned with the termination of  
agreements unless value is removed from the debtor’s estate. The anti-deprivation rule also  
differentiates between the defeasance of an absolute interest and grants that create limited interests  
from the outset, holding that the latter are enforceable: Belmont Park Investments Pty Ltd v BNY  
Corporate Trustee Services Ltd, [2011] UKSC 38 at paras 84-87, [2012] 1 All ER 505; Knechtel.  
The BIA provisions do not have the same limitation, extending their application to interests such as  
leases and licenses: Wood, “Bankruptcy and Insolvency” at 90. I conclude that expansion of the  
common law in the restructuring and consumer bankruptcy contexts does not mean that the  
anti-deprivation rule was eliminated for corporate bankruptcies.  
[45] In my view, the distinctions between the statutory provisions and the common law  
anti-deprivation rule prohibit the inference that the statutory provisions have occupied the field  
with respect to ipso facto clauses. As the BIA provisions and the anti-deprivation rule serve  
different purposes, and the overlap between them is not extensive, Parliament’s legislative  
prohibition of one type of clause does not invite the inference that it condones the other. The  
statutory provisions expand the common law, protecting debtors by prohibiting ipso facto clauses  
that would not have been caught by the anti-deprivation rule. The anti-deprivation rule continues  
to apply, protecting creditors by ensuring that a bankrupt’s property is distributed in accordance  
with the BIA’s scheme of distribution.  
C. The Test for Applying the Anti-Deprivation Rule  
[46] Even if the anti-deprivation rule applies in Canada, Chandos contends that it does not  
invalidate good faith commercial transactions and urges this Court to adopt the test enunciated by  
the United Kingdom Supreme Court in Belmont. The court concluded that the anti-deprivation rule  
does not apply to “bona fide commercial transactions which do not have as their predominant  
purpose, or one of their main purposes, the deprivation of the property of one of the parties on  
bankruptcy: Belmont at para 104. This test looks at the purpose of the provision rather than its  
Page: 11  
effect. I decline to adopt Belmont. The purpose-based test articulated in Belmont is inconsistent  
with Canadian cases applying the anti-deprivation rule and would eliminate virtually all of the  
rule’s utility.  
[47] Canadian cases applying the anti-deprivation rule adopt an effects-based approach to  
determining the validity of a contractual provision: Wood, Bankruptcy and Insolvencyat 89-90.  
Blair J in Bramalea, stated that the fraud on the bankruptcy law principle targets “not necessarily  
‘fraud’ in the sense of dishonesty or impropriety, but fraud in the effect: Bramalea at 694. And  
while the Supreme Court of Canada did not address the issue directly in Coopérants, an  
effects-based approach is implicit in the court’s determination that no prejudicial effect was  
evident in the circumstances: Coopérants at para 44.  
[48] Cases dealing with the pari passu rule similarly apply an effects-based approach. Bail and  
Greenview both dealt with contractual provisions allowing payments to be made directly to  
subcontractors to satisfy the obligations of a general contractor. Such provisions are generally  
motivated by the inability of subcontractors to acquire liens over public lands: Greenview at para  
31; Bail at 483-484. The provisions clearly served a legitimate commercial purpose. Nevertheless,  
applying them after the general contractor had entered bankruptcy proceedings would have  
operated to disrupt the bankruptcy scheme of distribution. Both this Court and the Supreme Court  
of Canada refused to allow such a result.  
[49] In Belmont at paras 78-79, the court distinguished between the anti-deprivation rule and the  
pari passu rule, holding that a purpose-based approach applies only to the former. However, both  
rules stem from the basis that it would be inequitable to creditors if parties could contract out of the  
bankruptcy scheme. I see no principled basis to adopt differing standards for the two rules.  
[50] Furthermore, adoption of a purpose-based approach in the United Kingdom has received  
criticism for defeating the purpose of the anti-deprivation rule. Professor Worthington notes that  
“insisting that breach of the [anti-deprivation] rule depends on a deliberate intention to evade the  
insolvency law effectively emasculates this limb of the [fraud on the bankruptcy principle]”: Sarah  
Worthington, “Good Faith, Flawed Assets and the Emasculation of the UK Anti-Deprivation  
Rule” (2012) 75:1 Mod L Rev 112 at 117. Professor Wood similarly concludes that Canadian  
courts should not adopt a purpose-based test: Wood, “Fraud Upon the Bankruptcy” at 184. The  
purpose of the anti-deprivation rule is to ensure that contracting parties cannot opt out of the  
distribution of assets mandated by the BIA. This purpose is best served by invalidating provisions  
that operate in the event of insolvency and have the effect of prejudicing creditors.  
[51] Finally, I do not accept that an effects-based approach would inappropriately undermine  
the values of freedom of contract and party autonomy, given the creditor-protection purpose of the  
fraud on the bankruptcy principle. The Supreme Court recognized this in Coopérants at para 41,  
stating that contracts signed in good faith should be respected, unless the obligations contained  
therein are prejudicial to the other creditors and give rise to an unjust preference in light of all the  
circumstances” [emphasis added]. Freedom of contract is a much more central consideration when  
Page: 12  
enforcing provisions that have been negotiated by the parties they affect. A party who might  
become insolvent has no motivation to negotiate a clause that directs property out of its estate upon  
insolvency. At the moment the clause becomes operative, the insolvent party is set to lose the  
property regardless of the contractual provision. The creditors who are impacted by the clause do  
not have a seat at the negotiating table.  
[52] For all of these reasons, I decline to adopt the purpose-based approach espoused in  
Belmont. Canadian authorities on the anti-deprivation rule support an effects-based approach to  
determining whether a provision is enforceable against the trustee in bankruptcy. Moreover, I  
agree with the conclusion that considering the purpose of a contractual provision would all but  
sterilize the anti-deprivation rule. The anti-deprivation rule applies to provisions that operate in the  
event of insolvency and, in effect, remove value from a bankrupt’s estate to the prejudice of the  
bankrupt’s creditors. It follows that I do not endorse the new test proposed by my colleague.  
VI.  
Application  
[53] The chambers judge correctly identified the existence and application of the fraud on the  
bankruptcy principle in Canada. In outlining the scope of the anti-deprivation rule, however, the  
chambers judge erred. The chambers judge adopted the purpose-based approach set out by the  
Supreme Court of the United Kingdom in Belmont. He stated that if the clause were a genuine  
pre-estimate of damages, or a bona fide commercial transaction not premised on the avoidance of  
bankruptcy laws, it would have to be upheld.  
[54] As I have indicated, the proper approach is to look at the effect of clause VII Q(d), rather  
than its purpose. Whether the provision is a liquidated damages or penalty clause is a separate  
analysis.  
[55] Looking at the effect of clause VII Q(d), this case is not comparable to Coopérants, where  
there was no established prejudice to creditors. Clause VII Q(d) effectively redirects $126,818.39  
to Chandos that would have otherwise formed part of Capital Steel’s estate and gives Chandos a  
further claim for $10,511.66. Other provisions of Clause Q address the ability of Chandos to  
complete the work, to recover the cost to complete the work, and to withhold a percentage of the  
contract price until all warranties have expired. It is only Clause VII Q(d) which is at issue. While  
Chandos undoubtedly has legitimate commercial interests it was seeking to protect, it would  
conflict with the BIA’s scheme of distribution if Chandos could elevate itself to a preferred status  
through such a contractual arrangement. The common law anti-deprivation rule invalidates clause  
VII Q(d) and Chandos cannot rely on the provision in defence of a claim for payment by the  
trustee.  
[56] Given that clause VII Q(d) contravenes the common law anti-deprivation rule, it is  
unnecessary to address whether it also would constitute an unenforceable penalty.  
Page: 13  
VII. Conclusion  
[57] The appeal is allowed. Chandos is not entitled to rely on clause VII Q(d) of the subcontract  
against Deloitte, the trustee in bankruptcy.  
Appeal heard on November 28, 2017  
Reasons filed at Edmonton, Alberta  
this 29th day of January, 2019  
Rowbotham J.A.  
I concur:  
Veldhuis J.A.  
Page: 14  
_______________________________________________________  
Dissenting Reasons for Judgment Reserved of  
The Honourable Mr. Justice Wakeling  
_______________________________________________________  
I.  
Introduction  
[58] This case presents challenging contract and bankruptcy law issues of national importance.  
[59] At issue is the enforceability of a construction-contract term providing that the  
subcontractor forfeits ten percent of its total fee if the subcontractor commits an act of bankruptcy.  
[60] I agree with the chambers judge that it is enforceable and dismiss the trustee in  
bankruptcy’s appeal.  
A.  
The Penalty Rule Issue  
[61] For over 200 years courts in England1 and the United States2 and, for shorter periods of  
time in Canada,3 Australia,4 New Zealand5 and Hong Kong,6 have declined to enforce contractual  
1 Holles v. Wyse, 23 Eng. Rep. 787 (Ch. 1693)(the Court refused to enforce a default-interest-uplift term because it  
was a penalty); Sloman v. Walter, 28 Eng. Rep. 1213 (Ch. 1783)(the Court refused to enforce a promise a coffee-house  
partner made to pay £500 to another partner if the promisor refused to make available a particular room in the  
coffee-house whenever the promisee demanded it: “where a penalty is inserted merely to secure the enjoyment of a  
collateral object [access to the coffee-house room], the enjoyment of the object is considered as the principal intent of  
the deed, and the penalty only as accessional, and therefore, only to secure the damage really incurred”); Hardy v.  
Martin, 29 Eng. Rep. 1046 (Ch. 1783)(the Court enjoined by injunction a promissee who secured a common law  
judgment on a bond from enforcing it because the promisor breached his obligation not to operate a competitive  
brandy-merchant business within a defined area and time); Astley v. Weldon, 126 Eng. Rep. 1318 (Common Pleas  
1801)(the Court characterized an actress’ promise to pay 200£ if she failed to discharge her obligations to the theatre  
owner as a penalty and unenforceable because the parties did not intend her to pay £200 for any breach regardless of its  
nature); Kemble v. Farren, 130 Eng. Rep. 1234 (Common Pleas 1829)( the Court characterized a comedian’s promise  
to pay £1000 if he failed to discharge his obligations to the theatre owner as an unenforceable penalty because the  
parties could not have intended this to be the consequence of minor and major breaches alike); Betts v. Burch, 157  
Eng. Rep. 938 (Ex. 1859) (the Court upheld a jury verdict that the purchaser of stock-in-trade was not obliged to pay  
the vendor £50 for breach of the purchase-and-sale agreement as it was an unenforceable penalty); Commissioner of  
Public Works v. Hills, [1906] A.C. 368 (P.C.) (Cape of Good Hope) (the Court held that a ten per cent forfeit of  
retained moneys was unenforceable because it did not reflect the promisee’s actual loss); Pearl Assurance Co. v. South  
Africa, [1934] A.C. 570 (P.C.) (S. Africa); (the Privy Council declared that a term in a commercial agreement  
acknowledging that a £10,000 deposit be forfeited on the occurrence of certain conditions and described as liquidated  
damages was an unenforceable penalty); United Dominions Trust (Commercial) v. Ennis, [1967] 2 All E.R. 345 (C.A.)  
(the Court refused to enforce a term in a consumer hire-purchase contract that obliged the hirer to pay a minimum of  
two-thirds of the hire-purchase price on early termination of the hire-purchase agreement); Gilbert Ash (Northern) Ltd.  
v. Modern Engineering (Bristol) Ltd., [1974] A.C. 689, 703 (H.L. 1973) per Lord Morris of Borth-y-Gest (“Such a  
heavily penalising provision ought not to be accorded any validity”); Jobson v. Johnson, [1989] 1 All E.R. 621 (C.A.  
Page: 15  
1988) (the Court characterized a term in a share-purchase agreement that required the purchaser of shares in a football  
club to deliver the shares to the vendor upon default for one-quarter of the instalment amounts paid before default as an  
unenforceable penalty); Workers Trust Bank Ltd. v. Dojap Ltd., [1993] A.C. 573 (P.C.)(Jamaica)(the Privy Council  
allowed a land purchaser’s appeal and held that the forfeiture of a twenty-five percent deposit was an unenforceable  
penalty); Jeancharm Ltd. v. Barnet Football Club Ltd., [2003] EWCA Civ 58 (the Court allowed an appeal on the  
ground that a 260 percent annual interest on late payments was an unenforceable penalty) & CMC Group Plc & Ors v.  
Zhang [2006] EWCA Civ 408 (the Court allowed the appeal on the ground that the key term in the settlement  
agreement was primarily a deterrent and not a genuine preestimate of damages).  
2 Perkins v. Lyman, 11 Mass. 76 (Sup. Ct. 1814)(the Court held that a ship vendor’s promise not to do business in the  
northwest coast of America and pay $8000 if he did to be an unenforceable penalty); Robeson v. Whitesides, 16 Serge  
& Rawle 320; 1827 Pa. Lexis 88 (Sup. Ct.) (the Court held that a $1000 defeasible bond made void upon the obligor’s  
extinguishment of encumbrances on sold property within a nine month period was an unenforceable penalty); Van  
Buren v. Digges, 52 U.S. 461, 477 (1851)(“The clause of the contract providing for the forfeiture of ten per centum on  
the amount of the[building] contract price, upon a failure to complete the work by a given day, cannot properly be  
regarded as an agreement or settlement of liquidated damages. … [I]t has no necessary or natural connection with the  
measure or degree of injury which may result from a breach of contract, or from an imperfect performance. It implies  
an absolute infliction, regardless of the nature and extent of the causes by which it is superinduced”); Greenblatt v.  
McCall, 67 Fla. 165, 169 (Sup. Ct. 1914)(the Court concluded that a retailer’s promise to pay a sum equal to two-thirds  
of the charges for the duration of the supply contract following breach was an unenforceable penalty); Advance  
Amusement Corp. v. Franke, 109 N.E. 471 (Ill. Sup. Ct. 1915) (the Court upheld lower court determinations that a  
theatre-rental deposit of $2500 was not liquidated damages and on breach of the rental agreement the theatre owner  
was not entitled to keep it); Priebe & Sons, Inc. v. United States, 332 U.S. 407, 418 (1947) per Frankfurter, J.  
(“exactions for a breach of contract not giving rise to damages and merely serving as added pressure to carry out  
punctiliously the terms of a contract, are not enforced by courts. In familiar language, penal provisions in a contract ...  
are not enforceable”); Wilmington Housing Authority v. Pan Builders, Inc., 665 F. Supp. 351, 354 (D. Del. 1987)(“If  
the provision fails to meet one of these criteria, the damages stemming from a breach being easily ascertainable or the  
amount fixed excessive, the provision is void as a penalty”); City of Rye v. Public Service Mutual Insurance Co., 315  
N.E. 2d 458 (N.Y. Ct. App. 1974) (the Court refused to enforce against a surety a construction bond for late  
completion of a large residential complex on the ground that it provided for a penalty) & American Law Institute, The  
Restatement (Second) of Contracts (1981) §356(1) (“Damages for breach by either party may be liquidated in the  
agreement but only at an amount that is reasonable in light of the anticipated or actual loss caused by the breach and  
the difficulties of proof of loss. A term fixing unreasonably large liquidated damages is unenforceable on grounds of  
public policy as a penalty”).  
3 Empire Loan and Savings Co. v. McRae, 5 O.L.R. 710 (H. Ct. 1903) (the Court upheld a Master’s decision refusing  
to give force to a term it characterized as a penalty); Townsend v. Rumball, 19 O.L.R. 433 (Div. Ct. 1909)(the Court set  
aside a County Court judgment on the ground that a noncompetition term in a business-sale contract was a penalty and  
not liquidated damages); St. Catherines Improvement Co. v. Rutherford, 26 O.W.R. 76 (K.B. 1914)(the Court refused  
to enforce a stipulated-payment-on-breach term characterizing it as a penalty); Shatilla v. Feinstein, [1923] 3 D.L.R.  
1035 (Sask. C.A.) (the Court characterized a promise by a wholesale dry-goods merchant to pay the purchaser of the  
business $10,000 if the vendor engaged in a competitive business as an unenforceable penalty); MacDonald v. N.W.  
Biscuit Co., [1924] 1 D.L.R. 987, 998-99 (Alta. Sup. Ct. App. Div.)(the Court declared a provision in a construction  
contract that deprived the contractor of an amount over and above the cost of repairing deficient work to be an  
unenforceable penalty); Waugh v. Pioneer Logging Co., [1949] S.C.R. 299 (the Court characterized a provision in a  
commercial logging contract that entitled the vendor of the timber rights to claim a portion of the proceeds of the sale  
of timber held in trust as an unenforceable penalty); Charterhouse Leasing Corp. v. Sanmac Holdings Ltd., 57 W.W.R.  
615 (Alta. Sup. Ct. 1966) (the Court held that a term obliging the lessee of equipment on default to pay immediately  
the whole balance due under the lease was an unenforceable penalty); Canadian Acceptance Corp. v. Regent Park  
Butcher Shop Ltd., 3 D.L.R. 3d 304 (Man. C.A. 1969)(the Court held that an acceleration-payment term in an  
Page: 16  
equipment-lease agreement was an unenforceable penalty); H.F. Clarke Ltd. v. Thermidaire Corp, [1976] 1 S.C.R.  
319, 339 (1974)(“I would characterize the exaction of gross trading profits for a three-year period as a penalty [and  
unenforceable] ... The respondent is, however, entitled to recover its provable damages for the breach of covenant”);  
Unilease Inc. v. York Steel Construction Ltd., 83 D.L.R. 3d 275 (Ont. C.A. 1978) (the Court allowed the appeal on the  
ground that the accelerated-lease-payment-on-default term was an unenforceable penalty); Dial Mortgage Corp. v.  
Baines, 15 Alta. L.R. 2d 211 (Q.B. 1980)(the Court declined to enforce a stipulated-payment-on-breach term in a  
mortgage application because it was a penalty); Prince Albert Credit Union v. Johnson, 131 D.L.R. 3d 710 (Sask. Q.B.  
1982)(the Court held that a term requiring the defaulting borrower to pay a designated sum to cover the lender’s  
resulting expenses on default was an unenforceable penalty); Dezcam Industries Ltd. v. Kwak, [1983] 5 W.W.R. 32  
(B.C.C.A.)(the Court reversed the original court and held that the licencee’s obligation to pay $85,000 was an  
unenforceable penalty); B.L.T. Holdings Ltd. v. Excelsior Life Insurance Co., 52 A.R. 1 (Q.B. 1984)(the Court  
characterized a mortgage standby fee of $61,500 as an unenforceable penalty), rev’d, [1986] 6 W.W.R. 534 (C.A.);  
Federal Business Development Bank v. Eldridge, 76 N.B.R. (2d) 399 (C.A. 1986) (the Court upheld the trial judgment  
declaring a commitment fee of three percent an unenforceable penalty); Newman, Hill, Duncan & Lacoursiere v.  
Murray, [1987] B.C.J. No. 2326 (C.A.)(the Court held that a provision in an employment agreement obliging the  
employee who breached a noncompetition term to pay 150 % of the fees the plaintiff charged the client that the  
defendant serviced contrary to the employment agreement as an unenforceable penalty); Deer Valley Shopping Centre  
Ltd. v. Sniderman Radio Sales and Services Ltd., 67 Alta. L.R. 2d 203 (Q.B. 1989)(the Court declined to enforce an  
interest-escalation-on-overdue rent term because it was an unenforceable penalty); Ashland Scurlock Permian Canada  
Ltd. v. NESI Energy Marketing Canada Ltd. (Bankrupt), [1999] 1 W.W.R. 364, 371 (Alta. Q.B. 1998) (the Court  
declared a provision in a natural gas sales contract as an unenforceable penalty because “the amount of the multiple  
used in the formula creates an extravagant amount which cannot be regarded as having any real relation to any loss  
which Ashland could possibly sustain”); Cracknell v. Jeffrey, 284 A.R. 372, (Prov. Ct. 2001) (the Court refused to  
enforce a property-lease term that obliged the tenant to pay a $5 assessment for every day rent is outstanding); Place  
Concorde East Limited Partnership v. Shelter Corp. of Canada, [2003] O.J. No. 5437; 43 B.L.R. 3d 54 (Super.  
Ct.)(the Court declined to enforce an interest-escalation term on a promissory note default); MTK Auto West Ltd. v.  
Allen, 2003 BCSC 1613 (the Court declared a provision in a vehicle-purchase agreement that obliged the purchaser to  
pay the car dealer $5000 if the purchaser sold the vehicle in the United States contrary to the terms of the  
vehicle-purchase agreement to be an unenforceable penalty) & Dundas v. Schafer, 2014 MBCA 92; 377 D.L.R. 4th  
485 (the Court refused to enforce a term in a prenuptial agreement that obliged the wife to pay the husband $20,000 if  
she challenged the prenuptial agreement on the ground that it was a penalty).  
4 O’Dea v. Allstates Leasing System (W.A.) Pty. Ltd., [1983] HCA 3, ¶15; 152 C.L.R. 359, 374 (the High Court held  
that a stipulated-payment-on-breach term in a truck-lease contract was an unenforceable penalty); Paciocco v.  
Australia and New Zealand Banking Group, [2016] HCA 28,¶74; 258 C.L.R. 525, 558 per Gageler, J. (“The ultimate  
question ... is whether the contractual stipulation for the late payment fee was unenforceable as a penalty at common  
law”).  
5 T.K. (Hong Kong) Ltd. v. Diamond Milk Formulas Ltd., [2016] NZHC 2642, ¶39 (“before there can be any question  
of disallowance of penalties, it must involve the contract imposing a penalty in circumstances where it provides for a  
sanction to be paid by a party breaking the contract which exceeds the likely loss that will flow from the breach”).  
6 Leatra Co. v. Wing, [1978] HKDC 32 (the Court refused to enforce a termination term in an employment contract  
because it was not a pre-estimate of damages; it was a penalty); Arnold & Co. v. Attorney General, [1989] HKCFI 275  
(the Court declared a fee-reduction-for-delay term in a construction contract as an unenforceable penalty); Polyset Ltd.  
v. Panhandat Ltd., [2002] HKCFA 15 (the Court held that a term in a commercial land agreement allowing the vendor  
to keep $40.25 million in deposits in a $115 million transaction on the failure of the purchaser to close was an  
unenforceable penalty); Savino Del Bene China Ltd. v. Convac Technologies Ltd., [2002] HKDC 106 (the Court  
refused to enforce a term in a freight contract relieving the shipper of the obligation to pay the freight forwarder  
because part of the shipment was not delivered on time); Ricoh Hong Kong Ltd. v. Maxwin Digital Printing Ltd., 2008  
Page: 17  
stipulated-consequence-on-breach terms7 that they characterized as penalties and contrary to  
public policy. As a consequence, in spite of the promisor’s express agreement to the contrary, the  
disappointed promisee has had to prove the damages caused by the promisor’s contract breach, just  
as the promisee would have had to do if there had been no stipulated-consequence-on-breach  
term.8 These and related propositions are known as the common law penalty rule. 9  
HKDC 146 (the Court characterized an acceleration-payment in an equipment hire-purchase agreement as an  
unenforceable penalty); Canning International Ltd. v. Freenet Asia Ltd., [2011] HKDC 1595 (the Court characterized  
a delay-charge-reduction term in a clothing manufacture contract as an unenforceable penalty) & Sun Champ  
Investment Ltd. v. Green Leaves Trade Investment Ltd., [2013] HKDC 1461 (the Court refused to enforce a term in a  
property sale agreement obliging the vendor to pay a stipulated sum on its failure to convey good title, characterizing  
the term as an unenforceable penalty).  
7 This is a contractual term that imposes an obligation on a promisor to pay a sum of money to the promisee or do some  
other thing for the promisee’s benefit, or accept some other detriment for the promisee’s benefit if the promisor fails to  
discharge a specified obligation in the agreement. Scottish Law Commission, Discussion Paper on Penalty Clauses  
(No. 162) 11 (November 2016) (“[The Scottish Law Commission] recommended that judicial control over contractual  
penalties should apply whether the penalty was expressed in monetary terms or in some other way. The basis of our  
recommendation was that there was no apparent reason why a provision should escape control simply because it is in  
the form of a penalty other than the payment of money”). E.g., Jobson v. Johnson, [1989] 1 All E.R. 621, 628 (C.A.  
1988) (the Court characterized a term in a football-club share-sale contract that obliged the purchaser to transfer  
ownership of the shares back to the vendor for a fraction of the price the purchaser had paid before the purchaser  
defaulted on an instalment payment as a penalty) & Cavendish Square Holding BV v. El Makdessi, [2015] UKSC 67,  
¶16; [2016] A.C. 1172, 1197 (S.C.) per Lord Neuberger & Lord Sumption (“there is no reason why an obligation to  
transfer assets (either for nothing or at an undervalue) should not be capable of constituting a penalty”), ¶170 & [2016]  
A.C. at 1253-54 per Lord Mance (“the doctrine should [not] be confined to cases of payment of money. It would be  
absurd to draw a rigid distinction between a requirement to transfer money and property. It would also be absurd to  
draw such a distinction between them and the withholding of moneys due. Such uncertainties as may exist regarding  
the doctrine’s applicability to deposits or to clauses forfeiting pre-payments must await decision in due course”) &  
226 & [2016] A.C. at 1270 per Lord Hodge (“I see no principled reason why the law on penalties should be confined  
to clauses that require the contract-breaker to pay money in the event of breach and not extend to clauses that in the  
same circumstances allow the innocent party to withhold moneys which are otherwise due”).  
8 Cavendish Square Holding BV v. El Makdessi, [2015] UKSC 67, ¶9; [2016] A.C. 1172, 1195 per Lord Neuberger &  
Lord Sumption (“Deprived of the benefit of the provision, the innocent party is left to his remedy in damages under the  
general law”); Scandinavian Trading Tanker Co. v. Flota Petrolera Ecuatoriana (Scaptrade), [1983] 2 A.C. 694, 702  
per Lord Diplock (“The classic form of relief against ... a penalty clause has been to refuse to give effect to it, but to  
award the common law measure of damages for the breach of the primary obligation instead”); Dunlop Pneumatic  
Tyre Co. v. New Garage and Motor Co., [1915] A.C. 79, 100 (H.L. 1914) per Lord Parmoor (“If the Court ... comes to  
the conclusion that the parties have made a mistake in calling the agreed sum liquidated damages, and that such sum is  
not really a pactional pre-estimate of loss within the contemplation of the parties at the time when the arrangement was  
made, but a penal sum inserted as punishment on the defaulter irrespective of the amount of any loss which could at the  
time have been in contemplation of the parties, then such sum is a penalty, and the defaulter is only liable in respect of  
damages which can be proved against him”) & United States v. Bethlehem Steel Co., 205 U.S. 105, 119 (1907) (“[the  
courts] tendency was to construe language as a penalty, so that nothing but the actual damages sustained by the party  
aggrieved could be received”).  
Page: 18  
[62] The classic penalty rule a stipulated-consequence-on-breach term that is a penalty and  
not a genuine pre-estimate of damage is unenforceable is confusing and complex10 and produces  
inconsistent results. Its value has been questioned for almost as long as it has existed.  
[63] In 2015 Lord Neuberger and Lord Sumption, of the United Kingdom Supreme Court,  
described the penalty rule in unflattering language:11 “The penalty rule in England is an ancient,  
haphazardly constructed edifice, which has not weathered well, and which in the opinion of some  
should simply be demolished ...”.  
[64] These judges were not the penalty rule’s first detractors.  
[65] There were a number of high profile nineteenth century critics. Lord Eldon railed against  
the penalty rule in 1811, 12 observing that the rule was “utterly without foundation”. Justice  
Ruggles of New York’s highest court acknowledged in an 1854 opinion that “[t]he ablest of judges  
have declared that they felt themselves embarrassed in ascertaining the principle on which the  
decisions [refusing to enforce stipulated-consequence-on-breach terms] were founded”.13 In 1859,  
9 The penalty rule is not an alien concept in the civil law. See generally Scottish Law Commission, Review of Contract  
Law: Discussion Paper on Penalty Clauses 15-18 (Discussion paper No. 162 November 2016) for a discussion of the  
law of France, Germany and the Netherlands.  
10 Mortgage Makers Inc. v. McKeen, 2009 NBCA 61, ¶39; 312 D.L.R. 4th 82, 100 (“The above summary attests to the  
complexity of the common law surrounding the enforcement of clauses that pre-determine damages for breach of  
contract”).  
11 Cavendish Square Holding BV v. El Makdessi, [2015] UKSC 67, ¶3; [2016] A.C. 1172, 1192. Lord Carnwath  
agreed with his colleagues.  
12 Hill v. Barclay, 34 Eng. Rep. 238, 239 (Ch. 1811). See also Astley v. Weldon, 126 Eng. Rep. 1318, 1321 (Common  
Pleas 1801) per Lord Eldon (“when their case came before me ..., I felt as I have often done before in considering the  
various cases on this head, much embarrassed in ascertaining the principle upon which those cases were founded”) &  
Robophone Facilities Ltd. v. Blank, [1966] 3 All E.R. 128, 142 (C.A.) per Diplock, C.J. (“I make no attempt, where so  
many others have failed, to rationalize this common law rule”).  
13 Cotheal v. Talmadge, 9 N.Y. 551, 553 (Ct. App. 1854). Other American judges have subsequently expressed similar  
sentiments. E.g., Brecher v. Laikin, 430 F. Supp. 103, 106 (S.D.NY. 1977) (“Liquidated damages provisions have a  
checkered history”); Callanan Road Improvement Co. v. Colonial Sand & Stone Co., 72 N.Y.S. 2d 194, 196 (Sup. Ct.  
App. Div. 1947) (“Many more complex and intrinsically less tractable subjects have been reduced to order; this one,  
from the struggles of the English judges with it before the Revolution to the present time, remains oddly elusive”);  
Evans v. Moseley, 114 P. 374, 377 (Kan. Sup. Ct. 1911) (“There is no branch of law on which unanimity of decision is  
more difficult to find or on which more illogical and inconsistent holdings may be found”); Wilson v. Mayor of  
Baltimore, 34 A. 774, 775 (Md. Ct. App. 1896) (“Whether a sum named in a contract to be paid by a party in default on  
its breach is to be considered liquidated damages or merely a penalty, is one of the most difficult and perplexing  
inquiries encountered in the construction of written agreements. The solution of that question ... [is] to some extent  
controlled by artificial general rules which are not wholly in harmony with the ordinary canons of construction);  
Gobble v. Linder, 76 Ill. 157, 158 (Sup. Ct. 1875) (“ No branch of the law is involved in more obscurity, by  
contradictory decisions, than whether the sum named in an agreement to secure performance will be treated as  
liquidated damages or as penalty”) & Jaquith v. Hudson, 5 Mich. 123, 133 (Sup. Ct. 1858)(“It is not to be denied that  
Page: 19  
Baron Martin14 of the English Court of Exchequer expressed his frustration with the penalty rule.  
He complained that binding precedent precluded him from declaring that “parties are at liberty to  
enter into any bargain they please” and must live with “improvident” bargains. In 1882 Sir George  
Jessel decried it as an “absurdity”15 and lamented that he did not know “[t]he ground of that  
doctrine”.16  
[66] Opposition to the penalty rule in India was so profound in the nineteenth century that it was  
statutorily revoked by s. 74 of the Indian Contract Act, 1872. 17 Speaking almost 100 years after  
this legislative intervention, the Indian Supreme Court observed that “[s.74] is clearly an attempt  
to eliminate the somewhat elaborate refinements made under the English common law in  
distinguishing between stipulations providing for payment of liquidated damages and stipulations  
in the nature of penalty”.18  
[67] Complaints about the theoretical underpinnings of the penalty rule continued in the  
twentieth century. For example, Lord Parmoor, in 1914, used more restrained language to flag the  
rule’s shortcomings:19 “It is too late to question whether such interferences with the language of a  
contract can be justified on any rational principle.”  
[68] The Supreme Court of the United Kingdom, in Cavendish Square Holding BV v. El  
Makdessi,20 the High Court of Australia in Paciocco v. Australia and New Zealand Banking Group  
Ltd.21 and the Scottish Law Commission22 have all recently extensively reviewed the merits of the  
penalty rule and provided valuable fresh insights on its utility. This is a task that the Supreme  
there is some conflict, and more confusion, in the cases; judges have been long and constantly complaining of the  
confusion and want of harmony in the decisions upon this subject”) (emphasis in the original).  
14 Betts v. Burch, 157 Eng. Rep. 938, 940 (Ex. 1859).  
15 Wallis v. Smith, 21 Ch. D. 243, 257 (1882). See also 21 Ch. D. 243, 277 per Lord Justice Lindley (“The decisions on  
penalty and liquidated damages ... are perplexing”).  
16 Id. 256.  
17 C. 6, as amended (“When a contract has been broken, if a sum is named in the contract as the amount to be paid in  
case of such breach, or if the contract contains any other stipulation by way of penalty, the party complaining of the  
breach is entitled, whether or not actual damage or loss is proved to have been caused thereby, to receive from the  
party who has broken the contract reasonable compensation not exceeding the amount so named or, as the case may  
be, the penalty stipulated for”).  
18 Fateh Chand v. Balkishan Das, [1964] 1 S.C.R. 515, 526 (1963).  
19 Dunlop Pneumatic Tyre Co. v. New Garage and Motor Co., [1915] A.C. 79, 101 (H.L. 1914).  
20 [2015] UKSC 67; [2016] A.C. 1172.  
21 [2016] HCA 28; 258 C.L.R.525.  
22 Review of Contract Law: Discussion Paper on Penalty Clauses (No. 162) (November 2016).  
Page: 20  
Court of Canada has not yet undertaken. Indeed, it has not had an opportunity to do so since its  
1978 judgment in Elsley v. J.G. Collins Insurance Agencies Ltd.23  
B.  
The Fraud-on-the-Bankruptcy-Law Issue  
[69] England enacted its first bankruptcy statute in 1542.24 It25  
displayed two central features of bankruptcy law that have persisted to the present  
day. First, it created a summary and collective procedure that operated for the  
benefit of all the creditors, and not simply for the creditor who initiated the process.  
Second, it adopted a pro rata sharing principle in respect of the distribution of the  
debtor’s assets among the creditors.  
[70] It is not clear when English judges first thought it prudent to construct a rule that parties  
could not order their affairs so as to minimize the adverse effect the fundamental tenets of the  
bankruptcy laws would have on their legitimate interests. But it is obvious that by 1812 such a  
principle had been in place for a considerable period of time.26 Lord Eldon, in Higinbotham v.  
Holme,27 described a trust term the validity of which had been challenged as a “direct fraud upon  
the Bankrupt Laws” and refused to enforce it against the interests of a bankrupt’s creditors. No  
doubt, the strategies that ingenious English solicitors had adopted to diminish the harm the  
application of the bankruptcy laws had on their clients’ interests prompted this judicial response.  
[71] Bankruptcy practitioners usually refer to contract terms that impose adverse consequences  
on the insolvent party and the insolvent party’s creditors on the occurrence of an act of insolvency  
as ipso facto clauses.28  
23 [1978] 2 S.C.R. 916.  
24 An Acte against such persons as doo make Bankrupte, 34 & 35 Hen. 8, c. 4. In 1571 Parliament passed a second  
bankruptcy act, An Acte touching Orders for Bankruptes, 13 Eliz. 1, c. 7. It introduced more acts of bankruptcy and  
only applied to merchant or trader debtors. R. Wood, Bankruptcy and Insolvency Law 30 (2d ed. 2015) & C. Tabb,  
The Law of Bankruptcy 40 (2d ed. 2009). A third amendment in 1705, An Act to prevent Frauds frequently committed  
by Bankrupts, 4 & 5 Anne, c. 4 introduced “the concept of the discharge of a bankrupt. Prior to this, a bankrupt  
remained liable for all amounts remaining unpaid to the creditors following the bankruptcy”. R. Wood, Bankruptcy  
and Insolvency Law 31 (2d ed. 2015). See also C. Tabb, The Law of Bankruptcy 40 (2d ed. 2009).  
25 R. Wood, Bankruptcy and Insolvency Law 30 (2d ed. 2015).  
26 E.g., Re Murphy, 1 Sch. & Lef. 44, 49 (Ch. 1803) (Ire.) (“All the cases in England have held this to be a fraud upon  
the bankrupt laws which cannot be supported”).  
27  
34 Eng. Rep. 451, 453 (Ch. 1812). Writing in 2012, Lord Collins observed that “[t]he  
[fraud-on-the-bankruptcy-law] rule has existed for nearly 200 years”. Belmont Park Investments Pty Ltd. v. BNY  
Corporate Trustee Services Ltd., [2011] UKSC 38, ¶59; [2012] 1 A.C. 383, 409.  
28 R. Wood, Bankruptcy and Insolvency Law 178 (2d ed. 2015)(“these [contractual] provisions – often referred to as  
ipso facto clauses stipulate that the commencement of bankruptcy or other insolvency proceedings is of itself an  
event of default that permits the party to terminate the contract”); Ho, “The Treatment of Ipso Facto Clauses in  
Page: 21  
[72] One wonders why, if the harm ipso facto clauses caused was so pressing, Parliament did  
not declare them unenforceable.29 This, after all, was an era when “English Law had a distinctly  
pro-creditor orientation … Imprisonment for debt was the order of the day, from the time of the  
Statute of Merchant in 1285, until Dicken’s time in the mid-nineteenth century”.30  
[73] I suspect that at least 150 years following 1542 passed before a judge introduced the  
fraud-on-the-bankruptcy-law principle. In this gap period courts gave ipso facto terms in contracts,  
wills and trusts their plain and ordinary meaning.  
[74] By 1861 the existence of this rule was not in doubt. Sir W. Page Wood, V.C., in Whitmore  
v. Mason,31 proclaimed that “the law is too clearly settled to admit of a shadow of a doubt that no  
person possessed of property can reserve that property to himself until he shall become bankrupt,  
and then provide that … it shall pass to another and not to his creditors”.  
[75] The same observation cannot be made about the Canadian law. The Supreme Court of  
Canada has never acknowledged that a fraud-on-the-bankruptcy law principle is a component of  
the Canadian common law. Only a few Canadian courts have ever considered it.32 If there is such a  
principle in Canada, its content is certainly debatable.  
[76] In 2009 important changes were made to the Bankruptcy and Insolvency Act33 and the  
Companies’ Creditors Arrangement Act.34 These amendments declared unenforceable ipso facto  
Canada”, 61 McGill L.J. 139, 141 (2015) (“Many parties preserve contractual rights, through what are commonly  
known as ipso facto clauses, to terminate and amend contracts or to demand an accelerated payment in the event that a  
counterparty to the contract becomes insolvent”) & Black’s Law Dictionary 905 (10th ed. B. Garner ed. in chief  
2014)(“A contract clause that specifies the consequences of a party’s bankruptcy”).  
29 Professor Atiyah notes that at the dawn of the nineteenth century Parliament and the executive were not assisted by  
a large complement of skilled civil servants and that “there was good reason to assume that in general the Courts  
would make a better job of law-making than Parliament’. P. Atiyah, The Rise and Fall of Freedom of Contract 96  
(1979). While this may be true, Parliament had amended the bankruptcy statute on several occasions before this  
judicial foray into law making. C. Tabb, The Law of Bankruptcy 40 (2d ed. 2009)(“The first comprehensive  
bankruptcy law was passed in 1570 during the reign of Queen Elizabeth I. Over the next two centuries, Parliament  
periodically amended the bankruptcy laws, in each instance enhancing the power of the bankruptcy commissioner to  
reach more of the debtor’s assets and increasing the penalties against debtors”).  
30 C. Tabb, The Law of Bankruptcy 39 (2d ed. 2009).  
31 70 Eng. Rep. 1031, 1034 (Ch. 1861).  
32 Ho, “The Treatment of Ipso Facto Clauses in Canada”, 61 McGill L.J. 139, 170 (2015) (“the anti-deprivation rule  
… has not been widely used in Canadian jurisprudence”).  
33 The Economic Recovery Act (stimulus), S.C. 2009, c. 31, s. 64 introduced s. 84.2 of the Bankruptcy and Insolvency  
Act. It came into force December 15, 2009. Section 65.1 of the Bankruptcy and Insolvency Act came into force on  
August 1, 1992. An Act to amend the Bankruptcy Act and to amend the Income Tax Act in consequence thereof, S.C.  
1992, c. 27, s. 30 & S.I./92-135. This section declared unenforceable an ipso facto term affecting an insolvent debtor –  
a natural person or a corporation upon the debtor filing a notice of intention or proposal.  
Page: 22  
terms that imposed adverse consequences on natural person bankrupts and corporations pursuing  
restructuring and their creditors.  
[77] The 2009 amendments said nothing about corporate bankruptcy ipso facto terms. Section  
VII Q(d), the term under review in this appeal, is a corporate bankruptcy ipso facto term.  
II.  
Questions Presented  
A. Contract Law  
[78] On what principled basis may a court decline to enforce a stipulated-consequence-  
on-breach term in a commercial contract between two or more parties that have the resources  
necessary to obtain legal advice and that are perfectly capable of protecting their own interests?  
[79] What is the common law in Canada on the enforceability of  
stipulated-consequence-on-breach provisions in commercial contracts?  
[80] Does the classic penalty rule apply?  
[81] Or is a stipulated-consequence-on-breach term only unenforceable if it is oppressive?  
[82] If so, what are the features of an oppressive term?  
[83] How does the law apply to the term in dispute in this appeal?  
[84] Is s. VII Q(d), the provision in the agreement between Chandos Construction Ltd. and  
Capital Steel Inc. in which Capital Steel agreed that “[i]n the event [it] ... commits any act of ...  
bankruptcy [it would] forfeit ten percent of the [$1,373,000] ... subcontract agreement price to ...  
[Chandos Construction] as a fee for the inconvenience of completing the work using alternate  
means ... [or] for monitoring the work during the warranty period [or both]”, a stipulated-  
consequence-on-breach term?  
[85] If so, is it enforceable?  
34 R.S.C. 1985, c. C-36. An Act to establish the Wage Earner Protection Program Act, to amend the Bankruptcy and  
Insolvency Act and the Companies’ Creditors Arrangement Act and to make consequential amendments to other Acts,  
S.C. 2005, c. 47, s. 131 introduced s. 34 of the Companies’ Creditors Arrangement Act. This provision came into force  
on September 18, 2009. S.I./2009-68.  
Page: 23  
[86] Justice Nielsen concluded that s.VII Q(d) was an enforceable liquidated-damages term, in  
part, because the sum $137,300 – was not “extravagant and unconscionable” and that it would be  
“impossible to calculate the cost of [Capital Steel’s] ongoing obligations with any precision”.35  
B.  
Bankruptcy Law  
1. Introduction  
[87] There are two sets of questions here. The first set focuses on the common law. The second  
set puts the Bankruptcy and Insolvency Act36 under the microscope.  
2.  
Common Law  
[88] In 2011 the United Kingdom Supreme Court substantially rewrote the English common  
law on ipso facto terms.37 It directed courts to enforce an ipso facto clause unless it has as its  
“predominant purpose, or one of ... [its] main purposes, the deprivation of the property of one of  
the parties on bankruptcy”.38 Ipso facto terms that constitute “a blatant attempt to deprive a party of  
property in the event of liquidation”39 contravene public policy and are of no force.  
[89] Is a similar principle part of the common law of Canada?  
[90] If so, what are its distinguishing features?  
3.  
Bankruptcy and Insolvency Act  
[91] The Bankruptcy and Insolvency Act40 is a sophisticated and comprehensive statute. It has  
close to 300 sections. It applies to both natural persons and corporations, and, as its title reveals, to  
both bankruptcies and insolvencies.41  
35 Appeal Record F11.  
36 R.S.C. 1985, c. B-3.  
37 Belmont Park Investments Pty Ltd. v. BNY Corporate Trustee Services Ltd., [2011] UKSC 38; [2012] 1 A.C. 383.  
38 Id. at ¶104; [2012] 1 A.C. at 421.  
39 Id.  
40 R.S.C. 1985, c. B-3.  
41 The American Bankruptcy Code, 11 U.S.C. also applies to both natural persons and corporations. “In England,  
Australia, and New Zealand, there is a basic division between insolvency of individuals and insolvency of  
corporations. Bankruptcy law governs the former, while corporate insolvency legislation governs the latter”. R. Wood,  
Bankruptcy and Insolvency Law 35 (2d ed. 2015).  
Page: 24  
[92] Section 84.2 of the Bankruptcy and Insolvency Act, introduced by the 2009 amendments,42  
and in force as of December 15, 2009, declares a category of ipso facto terms unenforceable if the  
bankrupt is a natural person.43  
[93] But no provision in the Bankruptcy and Insolvency Act declares corporate ispo facto terms  
of any type of no force or effect.  
[94] Also noteworthy is the fact that on September 18, 2009 s. 34 of the Companies’ Creditors  
Arrangement Act came into force.44 This provision expressly deprived a corporate restructuring  
ipso facto term of any force.  
[95] Is it reasonable to assume that if Parliament had intended to accord the same treatment to  
corporate bankruptcy ipso facto terms as it attached to natural bankruptcy person ipso facto terms  
and corporate restructuring ipso facto terms that it would have incorporated unambiguous  
statutory text to that effect?  
[96] Has Parliament, with the passage of s. 84.2 of the Bankruptcy and Insolvency Act, occupied  
the field relating to the regulation of ipso facto clauses tied to an act of bankruptcy?  
[97] If so, does that mean that s. VII Q(d), a corporate bankruptcy ipso facto term, must be  
enforceable?  
[98] If Parliament has not occupied the field and the common law on ipso facto terms applies, is  
s. VII Q(d) enforceable?  
[99] Does the bankrupt’s property include the accounts receivable for work performed for  
Chandos Construction but unpaid or does it exclude the ten percent forfeiture fee triggered when  
Capital Steel became bankrupt?  
III.  
Brief Answers  
A. Contract Law  
[100] The classic penalty rule provides no principled basis for assessing the enforceability of  
stipulated-consequence-on-breach provisions in commercial contracts between parties with  
sufficient resources to protect their own interests. It should not be used anymore.  
[101] The Supreme Court said so in Elsley v. J.G. Collins Insurance Agencies Ltd.45 It stated that  
only oppressive stipulated-consequence-on-breach terms were unenforceable.  
42 Economic Recovery Act (stimulus), S.C. 2009, c. 31, s. 64.  
43 Bankruptcy and Insolvency Act, R.S.C. 1985, c. B-3.  
44 S.I. /2009-68.  
Page: 25  
[102] The Supreme Court of Canada has not recorded the benchmarks of an oppressive  
stipulated-consequence-on-breach term in the context of ascertaining the enforceability of such a  
term.  
[103] Because freedom of contract is of paramount importance in Canada, oppression should be  
given a limited meaning.46  
[104] It should only apply in extraordinary circumstances to a commercial contract between  
parties that have the resources necessary to retain legal counsel to advise them on the nature of  
their responsibilities and benefits under a proposed contract. It makes no sense whatsoever to ask a  
court to assess the enforceability of a term that commercial entities with the resources required to  
secure legal advice have agreed upon. It is presumptuous in the extreme to believe that judges have  
a better grasp of what obligations and benefits should be in a commercial contract than those who  
negotiated it and are expected to understand the implications of their bargain.  
[105] The United Kingdom Supreme Court case Cavendish Square Holdings BV v. El  
Makdessi47 illustrates this point. One contracting party was part of the world’s leading marketing  
communications group.48 The other contracting parties, Messrs. Makdessi and Ghossoub, were the  
co-founders and co-owners of the Middle East’s largest advertising and marketing  
communications group.49 Messrs. Makdessi and Ghossoub had agreed to sell sufficient shares in  
45 [1978] 2 S.C.R. 916, 937.  
46 See Philips Hong Kong Ltd. v. Hong Kong, [1993] UKPC 3a, ¶22; [1993] 1 H.K.L.R. 269, 280 (“the court has to be  
careful not to set too stringent a standard and bear in mind that what the parties have agreed should normally be  
upheld. Any other approach will lead to undesirable uncertainty especially in commercial contracts”).  
47 [2015] UKSC 67; [2016] A.C. 1172. See also Clydebank Engineering and Shipbuilding Co. v. Castaneda, [1905]  
A.C. 6 (H.L. 1904) (why should judges be asked to review a contract between the Spanish government and a  
shipbuilder in order to determine whether an important term should be enforced?) & Polyset Ltd. v. Panhandat Ltd.,  
[2002] HKCFA 15, ¶158 (why should judges be asked to review a $115 million land sale contract to determine  
whether the purchaser’s agreement to forego a $40.25 million deposit in the volatile Hong Kong real estate market if it  
failed to close? per Litton, N.P.J.: “Over the past half-century there have been many cycles of dramatic rise and fall.  
Upon entering into the contract, in May 1997, the purchaser had the possibility of almost immediate profit upon  
sub-division and re-sale. With the contract in hand, in an inflationary environment, the purchaser would have had little  
difficulty in raising money from the market. The vendor was, of course, locked into the contract for over 9 months, and  
exposed to uncertainties over a long period. It was therefore entirely reasonable for the vendor to seek reassurance that  
if the market should fall and the purchaser should default, it would be compensated: And that the compensation should  
be certain : that is to say, not dependent upon a court assessing the amount of compensation years after the event : Few  
vendors would welcome the prospect of expensive litigation to claim compensation, when the outcome would depend  
upon the resolution of conflicting evidence based upon valuation exercises by opposing experts, whose opinions could  
vary widely (as occurred in this case). The size of the deposit was a matter of bargain for the parties, as was every other  
term. They were contracting at arm’s length, each independently advised, with each looking to its own advantage”).  
48 [2015] UKSC 67, ¶116; [2016] A.C. 1172, 1232.  
49 Id.  
Page: 26  
their advertising and marketing business to give Cavendish Square Holdings majority control of it.  
The purchase price was over US $100 million. Mr. Makdessi had violated a term in the share-sale  
agreement and the purchaser sought a declaration that the agreed-upon consequences for that  
breach were now in force and that the amount the purchaser had to pay Mr. Makdessi for this  
shares had drastically declined. No court should have to spend much time assessing the  
enforceability of a term in this contract.  
[106] An extraordinary circumstance exists if the stipulated-consequence-on-breach term is  
oppressive. A term in a commercial contract is oppressive if it is so manifestly grossly one-sided  
that its enforcement would bring the administration of justice into disrepute. The focus is on the  
contested term and not the relative bargaining strengths of the contracting parties.50  
[107] This is a bright-line test.  
[108] Stipulated-consequence-on-breach terms in commercial contracts will seldom breach this  
marker.  
[109] The oppression concept may be engaged more frequently in consumer contracts. A less  
demanding standard for oppression in consumer contracts rental-car, parking, credit-card and  
utility adhesion contracts and perhaps also increasingly online contracts of adhesion, such as  
Facebook’s “terms of use” – may be appropriate. In these situations a dominant party provides a  
service or a product to a large number of consumers who are not in a position to extract any  
concessions from the service or product provider. If the consumer wishes to acquire the services or  
the product provided by the dominant party, it will be only on the terms stipulated by the dominant  
party.  
[110] A promisor that asks to be relieved of a burden that it promised to discharge bears the legal  
burden of establishing the facts it relies on to support its oppression claim.51  
[111] In this appeal, there can be no reason to doubt that both Chandos Construction and Capital  
Steel had the resources necessary to retain legal counsel and secure competent advice as to the  
burdens and benefits that each party would have under their steel-construction contract. They were  
able to protect their own interests.  
50 Imperial Tobacco Co. v. Parsley, [1936] 2 All E.R. 515, 522 (C.A.) (the Court thought it important that the  
tobacconist who entered into a price-maintenance agreement was “of full age and understanding” and that it was  
irrelevant that the tobacco supplier was a large commercial enterprise). Some courts have held that inequality of  
bargaining power is a relevant consideration. E.g., Birch v. Union of Taxation Employees Local 70030, 2008 ONCA  
809, ¶45; 305 D.L.R. 4th 64, 78 & Bankers Mortgage Corp v. Plaza 500 Hotels Ltd., 2016 BCSC 722, ¶71; 35 C.B.R.  
6th 263, 278.  
51 Mortgage Makers Inc. v. McKeen, 2009 NBCA 61, ¶47; 312 D.L.R. 4th 82, 104 & Robophone Facilities Ltd. v.  
Blank, [1966] 3 All E.R. 128, 142 (C.A.). Contra, Law Reform Act, S.N.B. 1993, c. L-1.2, s. 5(1).  
Page: 27  
[112] The term in this commercial contract is a stipulated-consequence-on-breach term and is  
undoubtedly enforceable. The breach is the subcontractor’s failure to carry on business and  
discharge the promise that it made and its acquisition of the status of a bankrupt.  
[113] Section VII Q(d) is part of a binding contract between commercial actors. It clearly is not  
so manifestly grossly one-sided that its enforcement would bring the administration of justice into  
disrepute. This term is not one-sided in any way at all. A judgment giving effect to s. VII Q(d) will  
not diminish the reputation of the judicial branch of government.  
[114] The result would be the same if the standard applied was that fashioned by the House of  
Lords and the Privy Council at the start of the twentieth century in Clydebank Engineering and  
Shipbuilding Co. v. Castaneda,52 Dunlop Pneumatic Tyre Co. v. New Garage and Motor Co.53 and  
Webster v. Bosanquet54 and adopted by many Canadian courts.  
[115] Section VII Q(d) is not a penalty provision. It is fair and balanced. It serves a justifiable  
business purpose. It is not unreasonable, extravagant, or unconscionable. It may fairly be  
characterized as a liquidated damages term.  
B.  
Bankruptcy Law  
1. Common Law  
[116] The fraud-on-the-bankruptcy-law principle is not now and likely never has been part of the  
common law of Canada.  
[117] The Supreme Court of Canada has never expressly acknowledged the existence of this  
principle and has implicitly denied its status as part of Canadian law.55  
[118] Only one provincial appellate court has applied the concept.56 It did so in a 2013 appeal in a  
very brief judgment that assumed the fraud-on-the-bankruptcy-law was an element of Canadian  
common law. No consideration was given to the effect that the 2009 amendments to the  
Bankruptcy and Insolvency Act and the Companies’ Creditors Arrangement Act had on the  
common law.  
[119] If the fraud-on-the-bankruptcy-law principle was ever a feature of the Canadian common  
law, the aspect that dealt with ipso facto clauses ceased to exist no later than 2009.  
52 [1905] A.C. 6.  
53 [1915] A.C. 79 (H.L. 1914).  
54 [1912] A.C. 394 (P.C.) (Ceylon).  
55 Les Coopérants Société mutuelle d'assurance-vie (Liquidateur) v. Dubois, [1996] 1 S.C.R. 900.  
56 Trustee of Aircell Communications Inc. v. Bell Mobility Cellular Inc., 2013 ONCA 95; 14 C.B.R. 6th 276.  
Page: 28  
[120] The amendments to the Bankruptcy and Insolvency Act and the Companies’ Creditors  
Arrangement Act that came into force in 2009 relating to ipso facto terms now constitute the code  
governing the enforceability of ipso facto clauses. There was no room for any common law norms  
after 2009.  
[121] If, contrary to my conclusion, the 2009 amendments do not occupy the field and there is  
still some room for the common law, does it have the bite that the Ontario Court of Appeal  
attributed to it an ipso facto term is unenforceable if its effect is the diminution of the bankrupt’s  
estate?57 Or should the benchmark of an enforceable corporate ipso facto term be less demanding  
and easier to meet? Should the common law test not accord more weight to the values of party  
autonomy and freedom of contract?  
[122] I agree with the approach that the United Kingdom Supreme Court set out in Belmont Park  
Investments Pty Ltd. v. BNY Corporate Trustee Services Ltd..58 The common law should attach  
more weight to the value of party autonomy and freedom of contract than the collective interests of  
creditors favoured by the effects-based test given that bankruptcy is a statutory construct and  
judicial intervention is only interstitial in nature. Parliament has already identified the  
circumstances when collective interests trump party autonomy and freedom of contract.59  
[123] This rebalance leads to a new Canadian common law test.  
[124] A corporate bankruptcy ipso facto term is enforceable if its most important feature is the  
advancement of a reasonable and defensible commercial purpose and its enforcement provides a  
benefit for the nonbankrupt party that is not significantly greater than is necessary to promote the  
nonbankrupt party’s legitimate commercial interests.  
[125] Section VII Q(d) meets this new common law standard.  
[126] Its only purpose is to declare the amount to which Chandos Construction is entitled if  
Capital Steel goes out of business and Chandos Construction must find other suppliers to provide  
the material and services that Capital Steel had promised to provide. Objectively assessed, this is a  
reasonable and defensible commercial purpose.  
[127] The benefit Chandos Construction derives from the enforcement of the ipso facto clause is  
not greater, let alone significantly greater, than is necessary to promote Chandos Construction’s  
legitimate commercial interests.  
[128] Section VII Q(d) is not a blatant and egregious attempt to hijack Capital Steel’s property  
and attack the interests of its creditors.  
57 Id.  
58 [2011] UKSC 38; [2012] 1 A.C. 383.  
59 Bankruptcy and Insolvency Act, R.S.C. 1985, c. B-3, ss. 65.1, 66.34 & 84.2.  
Page: 29  
2.  
Bankruptcy and Insolvency Act  
[129] Parliament’s decision in 200960 not to follow the American61 and Australian62 legislative  
models and accord the same treatment to natural person bankruptcy and corporate bankruptcy ipso  
facto terms is strong evidence that Canada’s legislators were not convinced that corporate  
bankruptcy ipso facto clauses are inimical to the welfare of the Canadian bankruptcy regime.  
[130] I am satisfied that Parliament has occupied the field and that corporate bankruptcy ipso  
facto terms are enforceable.  
[131] If Parliament had intended to deny enforceability to corporate ipso facto clauses it would  
have said so in unambiguous language.  
[132] There is no compelling reason that would justify the contrary conclusion. Parliament  
cannot have left this subject matter unregulated satisfied that the common law had introduced  
norms that are generally recognized and applied across the country. There is little judge-made law  
on this topic.  
[133] Because the Bankruptcy and Insolvency Act does not deprive a corporate bankruptcy term  
of its force and s. VII Q(d) is a corporate bankruptcy term, s. VII Q(d) is enforceable.  
3.  
Conclusion  
[134] To summarize, s. VII Q(d) is enforceable for two independent reasons. First, the  
Bankruptcy and Insolvency Act does not proscribe corporate bankruptcy ipso facto terms. Section  
VII Q(d) is a corporate bankruptcy ipso facto term. Second, if the Bankruptcy and Insolvency Act  
does not extinguish the common law on corporate bankruptcy ipso facto clauses, s. VII Q(d) meets  
the new party-autonomy-inspired common law test and is valid.  
IV.  
Statement of Facts  
A. The Construction Contracts  
[135] On March 2, 2015 Boudreau Developments Ltd., the developer, and Chandos  
Construction, the general contractor, entered into a stipulated-price contract for the construction of  
60 Economic Recovery Act (stimulus), S.C. 2009, c. 31, s. 64.  
61 Bankruptcy Code, 11 U.S.C. §365(e).  
62 Bankruptcy Act 1966, No. 33 s. 301 (Cth) & Treasury Laws Amendment (2017 Enterprise Incentives No. 2) Act  
2017, No. 112, s. 7 (introduced s. 415 D of the Corporations Act 2001, No. 50). See Australia House of  
Representatives, Treasury Laws Amendment (2017 Enterprise Incentives No. 2) Bill 2017 Explanatory  
Memorandum.  
Page: 30  
phase one of “The Botanica” condominium project in St. Albert.63 The developer agreed to pay the  
general contractor $55 million to construct phase one.  
[136] In order to discharge its obligation to the developer, Chandos Construction entered into a  
number of agreements with other construction businesses to perform and provide some of the  
necessary tasks and materials.  
[137] Capital Steel was one of these construction enterprises. It agreed to supply and install the  
64  
structural and miscellaneous steel components of the project. The agreed price was  
$1,373,300.47.  
[138] Capital Steel did not do what it promised. It did not complete its work.  
[139] Chandos Construction paid Capital Steel $1,223,682.08 for the work performed and  
material supplied. The outstanding balance is $149,618.39.  
[140] The completion costs are estimated to be $22,800.  
[141] Capital Steel is responsible for warranty work that arises in a twelve-month period  
following substantial completion of the project. The start date has tolled. The extent of this  
obligation cannot be catalogued until the warranty period has expired.  
B.  
Capital Steel Is a Bankrupt  
[142] On September 26, 2016 Capital Steel filed an assignment in bankruptcy.  
[143] The court subsequently appointed Deloitte Restructuring Inc. as the trustee of the estate of  
the bankrupt Capital Steel.  
C.  
Deloitte Restructuring Seeks Advice and Directions  
[144] On March 6, 2017 Deloitte Restructuring filed an application in the Court of Queen’s  
Bench asking the court to determine “whether Chandos [Construction] is entitled to rely on s. VII  
Q(d) of the Subcontract between it and Capital Steel and, if not, for a direction that the balance of  
$126,818.39 is payable to ... [Deloitte Restructuring”].65  
63 This is a standard form contract prepared by the Canadian Construction Documents Committee. This committee is a  
national joint committee made up of representatives of public and private sector owners, The Association of  
Consulting Engineering Companies, The Canadian Construction Association, Construction Specifications Canada and  
The Royal Architecture Institute of Canada.  
64 Counsel informed us during oral argument that this is a contract Chandos Construction uses. It is not prepared by the  
Canadian Construction Documents Committee.  
65 This is the difference between the outstanding balance of $149,618.39 and estimated completion costs of 22,800.  
Page: 31  
D.  
Justice Nielsen’s Decision  
[145] Justice Nielsen concluded that s. VII Q(d) is valid and that the $126,818.39 is Chandos  
Construction’s property.  
[146] The key parts of Justice Nielsen’s March 17, 2017 decision are as follows:  
Section 97 of the Bankruptcy and Insolvency Act ... provides that the law of set off  
... applies to all claims made against the estate of the bankrupt, except in cases  
involving frauds or fraudulent preferences. …  
In this case, there is no suggestion by … [the bankruptcy trustee] of fraud or a  
fraudulent preference in relation to … [s. VII Q(d)].  
The issue … is whether … [s. VII Q(d)] was such as to provide that all funds due  
from Chandos to Capital Steel would be the property of Capital Steel unless it  
became insolvent, in which case the property would pass to Chandos, as opposed to  
… [s. VII Q(d)] being a genuine covenanted pre-estimate of damages.  
To answer this question, it is necessary to have regard to the whole … [of the two  
contracts between Chandos Construction and Capital Steel, and Boudreau  
Developments and Chandos]. Chandos is fully responsible for the acts and work  
of its subcontractors. Further, it has undertaken to indemnify… [Boudreau  
Developments] in respect of the involvement of Chandos … . Chandos has  
undertaken to warrant the work under the [contract with Boudreau Developments],  
which includes the work of Capital Steel, for a period of one year from the date of  
substantial performances of the work, which has not yet occurred.  
… [Section VII Q(d)] provides for the payment of a fee to Chandos of 10 percent of  
the subcontract price. … [T]he total amount of the subcontract was $1,373,300. A  
10 percent fee is … $137,330.  
I do not find that such a sum is “extravagant and unconscionable in amount in  
comparison with the greatest loss that could conceivably be proved to have flowed  
from the breach”, nor is it “a grossly and punitive response to the problem to which  
it was addressed”, all as referred to by the Supreme Court of Canada in the H.F.  
Clarke Ltd. case.  
Clearly, Chandos has ongoing obligations which flow from the work of Capital  
Steel . It would be impossible to calculate the cost of such ongoing obligations  
with any precision. It is, therefore, fair and reasonable for such risk to be calculated  
on the basis of a percentage of the value of … [the contract between Chandos  
Page: 32  
Construction and Capital Steel]. … [T]he value of the … [contract between  
Chandos Construction and Capital Steel] is $1,373,300. The value of the [contract  
between Boudreau Developments and Chandos Construction] was $56,852,453. In  
my view, a payment of 10 percent of … [$1,373,300] or 0.24 percent of the value of  
the [contract between Boudreau Developments and Chandos Construction], could  
not be considered to be gross and punitive given the ongoing obligations of  
Chandos and its potential risk with respect to the work of Capital Steel.  
I acknowledge that ... [s. VII Q(d)] uses the term “forfeit”. This is an unfortunate  
choice of words as it could connote that the 10 percent amount is being lost or  
surrendered as a penalty. In my view, this single word cannot be determinative of  
the issue. ... [Section VII Q(d)] must be considered in the context of the [two  
contracts] and the position that Chandos is in as a result of the insolvency of Capital  
Steel. Clearly, it would incur administration and management costs as a result of  
the insolvency of Capital Steel, and is at risk for future liabilities of Capital Steel.  
[Chandos Construction and Capital Steel] must be taken to have had these  
considerations in mind at the time of execution of ... [their contract].  
E.  
Deloitte Restructuring Appeals  
[147] Deloitte Restructuring appeals. It argues that Justice Nielson committed several reversible  
errors.  
V.  
Relevant Contract and Statutory Provisions  
[148] The relevant provisions of the contract between Chandos Construction and Capital Steel  
are set out below:  
III. Guarantee  
[Capital Steel] agrees to immediately, or in accordance with a schedule acceptable  
to … [Chandos Construction], repair and make good any defect in its work and all  
resulting damages that may appear as the result of any improper work or defective  
materials furnished by … [Capital Steel]. This provision shall apply for the entire  
guarantee period specified in the prime contract, but shall not be less than one year  
from completion of the project.  
VII. Conditions  
Q. Subcontractor Ceases Operations  
Page: 33  
In the event …[Capital Steel] commits any act of insolvency, bankruptcy, winding  
up or other distribution of assets, or permits a receiver of the Subcontractor’s  
business to be appointed, or ceases to carry on business or closes down its  
operations, then in any of such events:  
(a) this Subcontract Agreement shall be suspended but may be reinstated and  
continued if … [Chandos Construction], the Liquidator, or Trustee of …  
[Capital Steel] and the surety, if any, so agree. If no agreement is reached, …  
[Capital Steel] shall be considered to be in default and … [Chandos  
Construction] may give written notice of default to … [Capital Steel] and  
immediately proceed to complete the work by other means as deemed  
appropriate by … [Chandos Construction], and  
(b) any cost to … [Chandos Construction] arising from the suspension of this  
Subcontract Agreement or the competition of the work by … [Chandos  
Construction] plus a reasonable allowance for overhead and profit, will be  
payable by … [Capital Steel] and or his sureties, and  
(c) [Chandos Construction] … is entitled to withhold up to 20% of the within  
Subcontract Agreement price until such time as all warranty and or guarantee  
periods which are the responsibility of … [Capital Steel] have expired, and  
(d) [Capital Steel] shall forfeit 10 percent of the … Subcontract Agreement price  
to [Chandos Construction] as a fee for the inconvenience of completing the work  
using alternate means [or] monitoring the work during the warranty period [or  
both].  
[149] The important parts of the “General Conditions” of the stipulated price contract between  
Boudreau Developments Ltd., the owner of the condominium project, and Chandos Construction,  
follow:66  
GC 3.7 Subcontractors and Suppliers  
3.7.1 The Contractor shall preserve and protect the rights of the parties under  
the Contract with respect to work to be performed under subcontract,  
and shall:  
.3 be as fully responsible to the Owner for acts and omissions of Subcontractors  
… as for acts or omissions of persons directly employed by the Contractor.  
66 Emphasis in original.  
Page: 34  
Part 12 Indemnification, Waiver of Claims and Warranty  
GC 12.3 Warranty  
12.3.1 Except for extended warranties, as described in paragraph 12.3.6, the  
warranty period under the Contract is one year from the date of Substantial  
Performance of the Work.  
12.3.4 Subject to paragraph 12.3.2, the Contractor shall correct promptly, at the  
Contractor’s expense, defect or deficiencies in the Work which appear prior to  
and during the one year warranty period.  
[150] Sections 2, 65.1,67 66.34,68 71, 84.2,69 95(1) and (2), and 97(3) of the Bankruptcy and  
Insolvency Act70 are as follows:  
2 In this Act,  
property means any type of property, whether situated in Canada or elsewhere, and  
includes money, goods, things in action, land and every description of property,  
whether real or personal, legal or equitable, as well as obligations, easements and  
every description of estate, interest and profit, present or future, vested or  
contingent, in, arising out of or incident to property ... .  
65.1(1) If a notice of intention or a proposal has been filed in respect of an insolvent  
person, no person may terminate or amend any agreement, including a security  
agreement, with the insolvent person, or claim an accelerated payment, or a  
forfeiture of the term, under any agreement, including a security agreement, with  
the insolvent person, by reason only that  
(a) the insolvent person is insolvent; or  
(b) a notice of intention or a proposal has been filed in respect of the insolvent  
person.  
67 An Act to amend the Bankruptcy Act and to amend the Income Tax Act in consequence thereof, S.C. 1992, c. 27, s.  
30 (in force November 30, 1992 S.I./92-194).  
68 An Act to amend the Bankruptcy Act and to amend the Income Tax Act in consequence thereof, S.C. 1992, c. 27, s.  
32 (in force November 30, 1992 S.I./92-194).  
69 Economic Recovery Act (stimulus), S.C. 2009, c. 31, s. 64 (in force December 15, 2009 S.I./2009-68).  
70 R.S.C. 1985, c. B-3.  
Page: 35  
66.34(1) If a consumer proposal has been filed in respect of a consumer debtor, no  
person may terminate or amend any agreement, including a security agreement,  
with the consumer debtor, or claim an accelerated payment, or the forfeiture of the  
term, under any agreement, including a security agreement, with the consumer  
debtor, by reason only that  
(a) the consumer debtor is insolvent, or  
(b) a consumer proposal has been filed in respect of the consumer debtor  
until the consumer proposal has been withdrawn, refused by the creditors or the  
court, annulled or deemed annulled.  
(5) Any provision in an agreement that has the effect of providing for, or  
permitting, anything that, in substance, is contrary to subsections (1) to (3) is of no  
force or effect.  
...  
71 On a bankruptcy order being made ... , a bankrupt ceases to have any capacity to  
dispose of or otherwise deal with their property, which shall, subject to this Act and  
to the rights of secured creditors, immediately pass to and vest in the trustee named  
in the bankruptcy order ... .  
84.2(1) No person may terminate or amend or claim an accelerated payment or  
forfeiture of the term under any agreement, including a security agreement, with a  
bankrupt individual by reason only of the individual’s bankruptcy or insolvency.  
(2) If the agreement referred to in subsection (1) is a lease, the lessor may not  
terminate or amend, or claim an accelerated payment or forfeiture of the term  
under, the lease by reason only of the bankruptcy or insolvency or of the fact that  
the bankrupt has not paid rent in respect of any period before the time of the  
bankruptcy.  
(3) No public utility may discontinue service to a bankrupt individual by reason  
only of the individual’s bankruptcy or insolvency or of the fact that the bankrupt  
individual has not paid for services rendered or material provided before the time of  
the bankruptcy.  
Page: 36  
(4) Nothing in this section is to be construed as  
(a) prohibiting a person from requiring payments to be made in cash for goods,  
services, use of leased property or other valuable consideration provided after  
the time of the bankruptcy; or  
(b) requiring the further advance of money or credit.  
(5) Any provision in an agreement that has the effect of providing for, or  
permitting, anything that, in substance, is contrary to this section is of no force or  
effect.  
95(1) A transfer of property made, a provision of services made, a charge on  
property made, a payment made, an obligation incurred or a judicial proceeding  
taken or suffered by an insolvent person  
(a) in favour of a creditor who is dealing at arm’s length with the insolvent  
person, or a person in trust for that creditor, with a view to giving that creditor a  
preference over another creditor is void as against or, in Quebec, may not be  
set up against the trustee if it is made, incurred, taken or suffered, as the case  
may be, during the period beginning on the day that is three months before the  
date of the initial bankruptcy event and ending on the date of the bankruptcy; and  
(b) in favour of a creditor who is not dealing at arm’s length with the insolvent  
person, or a person in trust for that creditor, that has the effect of giving that  
creditor a preference over another creditor is void as against or, in Quebec,  
may not be set up against the trustee if it is made, incurred, taken or suffered,  
as the case may be, during the period beginning on the day that is 12 months  
before the date of the initial bankruptcy event and ending on the date of the  
bankruptcy.  
(2) If the transfer, charge, payment, obligation or judicial proceeding referred to in  
paragraph (1)(a) has the effect of giving the creditor a preference, it is, in the  
absence of evidence to the contrary, presumed to have been made, incurred, taken  
or suffered with a view to giving the creditor the preference even if it was made,  
incurred, taken or suffered, as the case may be, under pressure and evidence of  
pressure is not admissible to support the transaction.  
97(3) The law of set-off or compensation applies to all claims made against the  
estate of the bankrupt and also to all actions instituted by the trustee for the  
Page: 37  
recovery of debts due to the bankrupt in the same manner and to the same extent as  
if the bankrupt were plaintiff or defendant, as the case may be, except in so far as  
any claim for set-off or compensation is affected by the provisions of this Act  
respecting frauds or fraudulent preferences.  
[151] Section 3(1) and part of s. 3471 of the Companies’ Creditors Arrangement Act72 read as  
follows:  
3(1) This Act applies in respect of a debtor company or affiliated debtor companies  
if the total of claims against the debtor company or affiliated debtor companies ... is  
more than $5,000,000 or any other amount that is prescribed.  
34(1) No person may terminate or amend, or claim an accelerated payment or  
forfeiture of the term under, any agreement, including a security agreement, with a  
debtor company by reason only that proceedings commenced under this Act or that  
the company is insolvent.  
(2) If the agreement referred to in subsection (1) is a lease, the lessor may not  
terminate or amend the lease by reason only that proceedings commenced under  
this Act, that the company is insolvent or that the company has not paid rent in  
respect of any period before the commencement of those proceedings.  
(5) Any provision in an agreement that has the effect of providing for, or  
permitting, anything that, in substance, is contrary to this section is of no force or  
effect.  
VI.  
Analysis  
A. Introduction  
[152] The first part of this segment of the judgment records the deficiencies that strip the classic  
penalty rule of any utility and explains why a stipulated-consequence-on-breach term in a  
71 An Act to establish the Wage Earner Protection Program Act, to amend the Bankruptcy and Insolvency Act and the  
Companies’ Creditors Arrangement Act and to make consequential amendments to other Acts, S.C. 2005, c. 47, s. 131  
(in force September 18, 2009 S.I./2009-68).  
72 R.S.C. 1985, c. C-36.  
Page: 38  
commercial contract should be enforced unless it is oppressive, a position staked out by the  
Supreme Court of Canada in 1978. 73 The next part applies the oppressive test to s. VII Q(d).  
[153] The second part explains why corporate bankruptcy ipso facto terms are lawful in Canada.  
It also constructs a new common law test for the identification of unenforceable corporate  
bankruptcy ipso facto terms, in the event the Bankruptcy and Insolvency Act74 does not preclude  
common law intervention. The final segment applies the new common law test to s. VII Q(d) and  
concludes that it is enforceable against the bankruptcy trustee.  
B.  
Section VII Q(d) Is Neither Oppressive Nor a Penalty and Is Enforceable  
1. The Classic Penalty Rule Is Without Merit and Should Be Abandoned  
[154] The penalty rule was suspect when common law courts first applied it and it has not shed  
this limiting characteristic in the intervening centuries.75 It is unsound and should not be used any  
more. Justice Dickson, as he then was, speaking for the Supreme Court in Elsley v. J.G. Collins  
Insurance Agencies Ltd.,76 said so roughly forty years ago. But many Canadian courts have not  
paid heed to his unequivocal message.77  
[155] A stipulated-consequence-on-breach term should be enforced unless doing so would bring  
the administration of justice into disrepute.78 With regard to a commercial contract, this would  
happen only if a stipulated-consequence-on-breach term is manifestly grossly one-sided. A less  
onerous standard may be suitable for consumer contracts.  
73 Elsley v. J.G. Collins Insurance Agencies Ltd., [1978] 2 S.C.R. 916, 937.  
74 R.S.C 1985, c. B-3.  
75 Cavendish Square Holdings BV v. El Makdessi, [2015] UKSC 67,¶36; [2016] A.C. 1172, 1206 (“[The penalty rule]  
is the creation of the judges, and, she argued, the judges should now take the opportunity to abolish it. There is a case  
to be made for taking this course. ...We rather doubt that the courts would have invented the rule today if their  
predecessors had not done so three centuries ago”).  
76 [1978] 2 S.C.R. 916, 937.  
77 E.g., B.L.T. Holdings Ltd. v. Excelsior Life Insurance Co., [1986] 6 W.W.R. 534 (Alta. C.A. 1986); Dial Mortgage  
Corp. v. Baines, 15 Alta. L.R. 2d 211 (Q.B. 1980); Dezcam Industries Ltd. v. Kwak, [1983] 5 W.W.R. 32 (B.C.C.A.);  
Colliers Macaulay Nicolls Inc. v. Park Georgia Properties Ltd., 2003 BCSC 1785; 15 R.P.R. 4th 132; Schindler  
Elevator Corp. of Canada v. New Vista Society, [1998] B.C.J. No. 2327 (Sup. Ct.); Place Concorde East Ltd.  
Partnership v. Shelter Corp. of Canada, [2003] O.J. No. 5437; 43 B.L.R. 3d 54 (Sup. Ct.).  
78 See Principles, Definitions and Model Rules of European Private Law, Draft Common Frame of Reference (C. von  
Bar & E. Clive eds. 2009)(a penalty clause may be modified and a different obligation imposed only if it is “grossly  
excessive”); Scottish Law Commission, Report on Penalty Clauses (No. 171) ¶3.10 (May 1999) (the Commission  
recommended that a penalty term be unenforceable only if it is “manifestly excessive”) & Davis, Penalty Clauses  
Through the Lens of Unconscionability Doctrine: Birch v. Union of Taxation Employees, 55 McGill L.J. 151, 164  
(2010) (“Employing the unconscionability doctrine instead of the traditional penalty doctrine was a bold and valuable  
step. But the potential benefits of that innovation will not be realized so long as courts’ vision continues to be occluded  
by the remnants of the penalty doctrine”).  
Page: 39  
a.  
The Purpose of the Penalty Rule Is Unclear  
[156] The purpose of the penalty rule is unclear.79 The few courts that have addressed this issue  
have presented a variety of opinions. This is troublesome.80 If there is no consensus as to the  
purpose a concept serves, how can it be implemented in a consistent and rational manner?  
[157] Chief Justice Laskin, in H.F. Clarke Ltd. v. Thermidaire Corp.,81 asserted that the rule “is  
simply a manifestation of a concern for fairness and reasonableness ... whenever the parties seek to  
remove from the courts their ordinary authority to determine ... what damages may be recovered as  
a result [of contractual breach]”. Is this focus on the fairness and reasonableness of a contractual  
term misplaced? Courts have historically disavowed any jurisdiction to review bargains for their  
fairness or reasonableness.82 Why should a stipulated-consequence-on-breach term be singled out  
for special treatment?  
[158] Lord Roskill, in Export Credits Guarantee Department v. Universal Oil Products Co.,83 a  
1983 case, suggested that the “main purpose [of the penalty rule] ... is to prevent a plaintiff  
79 Robophone Facilities Ltd. v. Blank, [1966] 3 All E.R. 128, 142 (C.A.) per Lord Diplock (“I make no attempt ... to  
rationalize this common law rule”); Hill v. Barclay, 34 Eng. Rep. 238, 239 (Ch. 1811) per Lord Eldon (“[the penalty  
rule was ] utterly without foundation”) & Astley v. Weldon, 126 Eng. Rep. 1318, 1321 (Common Pleas 1801) per Lord  
Eldon (“I felt ... much embarrassed in ascertaining the principle upon which [the penalty rule cases were founded”).  
80 Holmes, “The Path of the Law”, 10 Harv. L. Rev. 457, 469 (1897)(“a body of law is more rational ... when every  
rule it contains is referred articulately and definitely to an end which it subserves, and when the grounds for desiring  
that end are stated ... in words”) & Coke, The First Part of the Institutes of the Lawes of England or a Commentarie  
upon Littleton 395 (1628) (“knowing for certaine that the Lawe is unknowne to him that knoweth not the reason  
thereof”). See The Queen v. Big M Drug Mart Ltd., [1985] 1 S.C.R. 295, 331 (“All legislation is animated by an object  
the legislation intends to achieve”); City of Montreal v. 2952-1366 Quebec Inc., 2005 SCC 62, ¶23; [2005] 3 S.C.R.  
141, 156 (“Identifying the purpose of a regulation can be helpful in determining the meaning of a given word or  
expression”); Hirsch v. Protestant Board of School Commissioners, [1926] S.C.R. 246, 267 (a court must always  
consider the object of the statute) & Alberta v. Cardinal, 2013 ABQB 407, ¶51; 565 A.R. 271, 286 (“a court forced to  
interpret legislation and apply it to a fact pattern without an understanding of the underlying purpose of the enactment  
functions with a severe handicap”).  
81 [1976] 1 S.C.R. 319, 331 (1974).  
82 Cavendish Square Holding BV v. El Makdessi, [2015] UKSC 67, ¶13; [2016] A.C. 1172, 1196 (H.L) per Lord  
Neuberger & Lord Sumption (“Leaving aside challenges going to the reality of consent, such as those based on fraud,  
duress or undue influence, the courts do not review the fairness of men’s bargains either at law or in equity”) & ¶73,  
[2016] A.C. at 1216 per Lord Neuberger & Lord Sumption (“It is not a proper function of the penalty rule to empower  
the courts to review the fairness of the parties’ primary obligations, such as the consideration promised for a given  
standard of performance”); Export Credits Guarantee Department v. Universal Oil Products Co. [1983] 1 W.L.R.  
399, 403 (H.L.) per Lord Roskill (“it is not and never has been for the courts to relieve a party from the consequences  
of what may ... prove to be an onerous or possibly even a commercially imprudent bargain”); Bridge v. Campbell  
Discount Co., [1962] A.C. 600, 626 (H.L.) per Lord Radcliffe (“the courts of equity never undertook to serve as a  
general adjuster of men’s bargains”) & Jobson v. Johnson, [1989], 1 All E.R. 621, 626 (C.A. 1988) (“This is of course  
not saying that the courts claim a general power not to enforce any agreement which the courts regard as  
unconscionable and extravagant”.)  
83 [1983] 1 W.L.R. 399, 403 (H.L.). The other judges agreed with Lord Roskill.  
Page: 40  
recovering a sum of money ... which bears little or no relationship to the loss actually suffered by  
the plaintiff as a result of the breach by the defendant”. The unstated assumption is that an innocent  
promisee deprived of a bargained benefit is only entitled to an award in accordance with governing  
common law damage principles and that this principle is more important than the benefits society  
derives from the enforcement of bargained contracts. It is not obvious to me that this is a defensible  
proposition.  
[159] Justice Frankfurter, dissenting in Priebe & Sons, Inc. v. United States,84 had a different  
understanding: “I assume that the basic reason for this doctrine is that the infliction of punishment  
through courts is a function of society and should not inure to the benefit of individuals”. He cites  
no authority for this opinion. 85 The underpinning for this norm is the assumption that a promisor  
has agreed to suffer punishment if the promisor fails to discharge a contractual promise. This  
strikes me as an unsupportable assumption. The promisor makes a commitment necessary to  
secure the agreement of the other side. From my perspective, the punishment concept has nothing  
to do with whether a stipulated-consequence-on-breach-term is enforceable.  
b.  
There Are Fundamental Problems with the Classic Penalty  
Rule  
[160] There are six fundamental problems with the classic penalty rule and one unrelated and  
unwelcome consequence.  
[161] First, it is not clear what constitutes a penalty. “The test for distinguishing penal from other  
principles is unclear”.86 This is a significant drawback.87 If an adjudicator does not know what the  
core element of a principle is, it is impossible to apply it rationally and consistently.88  
84 332 U.S. 407, 418 (1947).  
85 Justice Frankfurter was not the first to present this idea. See Craig and Son v. MBeath, 1 M. 1016, 1018 (Scot. Ct.  
Sess. 1863) per Inglis, L.J.-Clerk (“Parties cannot lawfully enter into an agreement that the one party shall be punished  
at the suit of the other”). Other jurists have subsequently agreed with Justice Frankfurter. See Paciocco v. Australia  
and New Zealand Banking Group Ltd., [2016] HCA 28, ¶253; 258 C.L.R. 525, 605-06 per Keane, J. (“the real  
objection, as a matter of public policy, to a penalty clause which operates upon breach of contract is that it is no part of  
the law of contract to allow one party to punish the other for non-performance”) & Legione v. Hateley, [1983] HCA  
11, ¶32; 152 C.L.R. 406, 445 per Mason & Deane JJ. (“A penalty ... is the nature of a punishment for non-observance  
of a contractual stipulation; it consists of the imposition of an additional or different liability upon breach of the  
contractual stipulation”).  
86 Cavendish Square Holding BV v. El Makdessi, [2015] UKSC 67, ¶3; [2016] A.C. 1172, 1192 per Lord Neuberger &  
Lord Sumption.  
87 See Clarkson, Miller & Muris, “Liquidated Damages v. Penalties: Sense or Nonsense?” 1978 Wis. L. Rev. 351 &  
Hunter Engineering Co. v. Syncrude Canada Ltd., [1989] 1 S.C.R. 426, 460 (the Court favoured abandoning the  
fundamental breach doctrine because the proper characterization of a breach is fraught with difficulties and tended to  
camouflage the important issue did the parties intend the limitation-of-liability term to capture this breach?).  
Page: 41  
[162] Some courts adopt an objective test and employ a variety of inconsistent criteria.89  
[163] Some courts scrutinize the contract text90 to determine if the parties agreed that the  
stipulated-consequence-on-breach term is liquidated damages91 or a penalty.92 Does the text mean  
88 International Association of Firefighters, Local 2461 v. County of Strathcona 22 (Wakeling 1982)(“Neither the  
shooters nor the officials know what the target is when the match begins”) & Woodlands Enterprises Ltd. v.  
International Woodworkers of America Local 1-184, at 4 (Wakeling 1978) (“Should both sides discharge their  
howitzers against different targets, an observer will never know which one is the better shot”).  
89 Canada: Chief Justice Fitzpatrick, in Canadian General Electric Co. v. Canadian Rubber Co., 52 S.C.R. 349, 351  
(1915), stated that “[a] penalty is the payment of a stipulated sum on breach of the contract, irrespective of the damage  
sustained”. This is not helpful. Under this test, all stipulated-payment-on-breach terms are penalties. United Kingdom:  
Lord Neuberger and Lord Sumption, with Lord Carnwath’s concurrence, in Cavendish Square Holding BV v. EI  
Makdessi, [2015] UKSC 67, ¶32; [2016] A.C. 1172, 1204, concluded that “[t]he true test is whether the impugned  
provision is a secondary obligation which imposes a detriment on the contract-breaker out of all proportion to any  
legitimate interest of the innocent party in the enforcement of the primary obligation”. This obviously introduces an  
objective yardstick – what is “out of all proportion”? Lord Diplock presented a definition in Scandinavian Trading  
Tanker Co. v. Flota Petrolera Ecuatoriana (“The Scaptrade”), [1983] 2 A.C. 694, 702 (H.L.) that adopted an element  
with historical precedents: “The classic form of penalty clause is one which provides that upon breach of a primary  
obligation under the contract a secondary obligation shall arise on the part of the party in breach to pay to the other  
party a sum of money, which does not represent a genuine pre-estimate of any loss likely to be sustained by him as a  
result of the breach of primary obligation but is substantially in excess of that sum”. Lord Dunedin, in Dunlop  
Pneumatic Tyre Co. v. New Garage & Motor Co., [1915] A.C. 79, 86 (H.L. 1914) opined that “[t]he essence of a  
penalty is a payment of money stipulated as in terrorem of the offending party”. This is an objective feature, but is it  
helpful? Could a term not be a penalty even if it does not terrorize the promisor? This distinction strikes me as highly  
artificial. See also Lordsvale Finance PLC v. Bank of Zambia, [1996] Q.B. 752, 762 (“whether a provision is to be  
treated as a penalty is a matter of construction to be resolved by asking whether at the time the contract was entered  
into the predominant contractual function of the provision was to deter a party from breaking the contract or to  
compensate the innocent party for breach”). Australia: In AMEV UDC Finance Ltd. v. Austin, 162 C.L.R. 170, 190  
(1986), Justices Mason and Wilson of the Australian High Court constructed a definition with a strong objective  
component: “[T]here is much to be said for the view that the courts should [allow] ... parties to a contract greater  
latitude in determining what their rights and liabilities will be, so that an agreed sum is only characterised as a penalty  
if it is out of all proportion to damages likely to be suffered as a result of breach”. Justices Mason and Deane, in  
Legione v. Hateley, [1983] HCA 11, ¶32; 152 C.L.R. 406, 445, gave the term this meaning: “A penalty ... is in the  
nature of a punishment for non-observance of a contractual stipulation; it consists of the imposition of an additional or  
different liability upon breach of the contractual stipulation”. United States: Interstate Industrial Uniform Rental  
Service, Inc. v. Couri Pontiac, Inc., 355 A. 2d 913, 921 (Me. Sup. Jud. Ct. 1976)(“This Court has often said that an  
agreement made in advance of breach, fixing the damages thereon, is not enforceable unless the damages caused by  
the breach are very difficult to estimate accurately and the amount so fixed is a reasonable forecast of the amount  
necessary to justly compensate one party for the loss occasioned by the breach”) Has the Maine Supreme Judicial  
Court not fashioned contradictory markers? How can both coexist? How can one reasonably forecast damages if it is  
very difficult to forecast damages?  
90 Rickman v. Carstairs, 110 Eng. Rep. 931, 935 (K.B. 1833) (“in ... cases of construction of written instruments [the  
question] is, not what was the intention of the parties, but what is the meaning of the words they have used”).  
91 Wallis v. Smith, 21 Ch. D. 243, 267 (C.A. 1882) per Cotton L.J. (“liquidated damages ... means ... the sum which the  
parties have by the contract assessed as the damages to be paid, whatever may be the actual damage”) & T. Sedgwick,  
A Treatise on the Measure of Damages, or, an Inquiry into the Principles Which Govern the Amount of Pecuniary  
Page: 42  
that the contract-breaker must pay the stipulated sum? Or does the text support the conclusion that  
its purpose was only to incentivize the promisor to keep its commitment and the parties never  
contemplated that the contract-breaker would pay the stipulated sum?  
[164] The intention school of thought is without merit. The proposition that the parties intended  
that the contract-breaker would be relieved of the obligation under  
a
stipulated-consequence-on-breach term strikes me as impractical and artificial. Why would a party  
agree to an important term inserted for its benefit that it knows is unenforceable? This does not  
accord with commercial standards with which I am familiar.  
Compensation Awarded by Courts of Justice 411 (3d rev. ed.1858) (“[liquidated damages:] where the contracting  
parties fix or liquidate the amount that shall furnish the measure of compensation in case of non-fulfillment of the  
agreement”).  
92 Canada: Canadian General Electric Co. v. Canadian Rubber Co. of Montreal, 52 S.C.R. 349, 352 (1915)(“There  
are innumerable cases in which it has been necessary, in particular cases, to decide whether the parties intended that  
the payment provided for by the contract should be in the nature of a penalty or liquidated damages”) (emphasis  
added); United Kingdom: Peachy v. Duke of Somerset, 93 Eng. Rep. 626, 630 (Ch. 1720) (“The true ground of relief  
against penalties is from the original intent of the case, where the penalty is designed only to secure money, and the  
Court gives him all that he expected or desired”); Reynolds v. Bridge, 119 Eng. Rep. 961, 966 (Q.B. 1856)(“[a]ll that  
the Courts have done has been only to lay down a canon for establishing the intention of the parties”) 967 per  
Crompton, J (“[N]o decision ever went so far as to say that the Courts would not follow what they considered to be the  
meaning of the parties”); Clydebank Engineering and Shipbuilding Co. v. Castaneda, [1905] A.C. 6, 16 (H.L. 1904)  
per Lord Davey (if you find a sum of money made payable for the breach, not of an agreement generally which might  
result in either a trifling or a serious breach, but a breach of one particular stipulation in an agreement, and when you  
find that the sum payable is proportioned to the amount ... or the rate of non-performance of the agreement ... then you  
infer that primâ facie the parties intended the amount to be liquidate damages and not penalty. 1 say ‘primâ facie’  
because it is always open to the parties to show that the amount ... is so exorbitant and extravagant that it could not  
possibly have been regarded as damages for any possible breach which was in the contemplation of the parties”) &  
Photo Production Ltd. v. Securicor Transport Ltd., [1980] UKHL 2, ¶9; [1980] A.C. 827, 850 per Lord Diplock (“[a  
term] must not offend against the equitable rule against penalties; that is to say, it must not impose upon the breaker of  
a primary obligation a general secondary obligation to pay to the other party a sum of money that is manifestly  
intended to be in excess of the amount which would fully compensate the other party for the loss sustained by him in  
consequence of the breach of the primary obligation”); Australia: O’Dea v. Allstates Leasing System (W.A.) Pty. Ltd.,  
[1983] HCA 3, ¶5; 152 C.L.R. 359, 378 per Wilson, J. (“ In essence the task of a court in such a case is to discern the  
true intention of the parties: is the clause under challenge a genuine pre-estimate of damage, or is it a penal sanction  
imposed on the observance of the agreement by the lessee?”) & Lamson Store Service Co. v. Russell Wilsons & Sons  
Ltd., [1906] HCA 87; 4 C.L.R. 672, 686 per Griffith, C.J. (“On the whole, to use the words of Jessel M.R. in Wallis v.  
Smith, ‘I am glad to find that I do not feel myself compelled to decide contrary to what is the plain meaning of the  
terms by any of the decisions’”); United States: Sun Printing and Publishing Assoc. v. Moore, 183 U.S. 642, 662  
(1902)(“this court has consistently maintained the principle that the intention of the parties is to be arrived at by a  
proper construction of the agreement ... and that whether a particular stipulation to pay a sum of money is to be treated  
as a penalty, or as an agreed ascertainment of damages, is to be determined by the contract, fairly construed”).  
Page: 43  
[165] Courts decline to enforce stipulated-consequence-on-breach terms in spite of the obvious  
fact that the parties intended them to be enforced.93  
[166] Many modern courts have held that the term the parties use to describe the  
stipulated-consequence-on-breach provision – “penalty”, “forfeiture” or “liquidated damages” – is  
not determinative. 94 Does this orientation not completely undermine the validity of the intention  
93 Wilmington Housing Authority v. Pan Builders, Inc., 665 F. Supp. 351, 354 (D. Del 1987)(“Courts adopting this  
intention criterion have been criticized by numerous commentators for merely paying lip service to the intention of the  
parties while deciding the cases based on ... the certainty of damages and the reasonableness of the stipulated amount.  
... [T]his Court declines to adopt the intention criterion”) & Interstate Industrial Uniform Rental Service, Inc. v. Couri  
Pontiac, Inc., 355 A. 2d 913, 921 (Me. Sup. Jud. Ct. 1976) (“This Court has held that the question of whether a  
stipulated amount is liquidated damages or a penalty shall be resolved by finding the intent of the parties. ... Clearly  
that ... does not mean that the Court must follow the intent as it appears on the face of the contract, for so doing would  
require the Court to uphold any provision designated ‘liquidated damages’ since the parties have clearly stated that  
they intend to pay that amount in the event of breach”).  
94 Canada: Waugh v. Pioneer Logging Co., [1949] S.C.R. 299, 311 per Estey J. (“the mere use of the words ‘liquidated  
damages’ or ‘penalty’ is not conclusive. In this case the language used is not particularly helpful as both the words  
‘forfeited’ and ‘liquidated damages’ appear in the text”); Canadian General Electric Co. v. Canadian Rubber Co., 52  
S C.R. 349, 366 (1915) per ldington, J. (“It is not for the law ... to act upon the name given or name assigned the  
amount of reduction”); J. McCamus, The Law of Contracts 965 (2012)(“The fact that the parties may describe the  
stipulated sum as ‘liquidated damages’ or, as is often stipulated, ‘as liquidated damages and not as a penalty’ is not  
dispositive”); United Kingdom: Cavendish Square Holding BV v. EI Makdessi, [2015] UKSC 67, ¶15; [2016] A.C.  
1172, 1197 (“the classification of terms for the purpose of the penalty rule depends on the substance of the term and  
not on its form or on the label which the parties have chosen to attach to it”); Jeancharm Ltd. v. Barnet Football Club  
Ltd., [2003] EWCA Civ 58, ¶ 27 per Peter Gibson L.J. (“the court looks at the substance of the matter, rather than the  
form of words, to determine what was the real intention of the parties”); Dunlop Pneumatic Tyre Co. v. New Garage  
and Motor Co, [1915] A.C. 79, 86 (H.L. 1914) (“Though the parties to a contract who use the words ‘penalty’ or  
‘liquidated damages’ may prima facie be supposed to mean what they say, yet the expression used is not conclusive.  
The Court must find out whether the payment stipulated is in truth a penalty or liquidated damages”); Commissioner of  
Public Works v. Hills, [1906] A.C. 368, 375 (P.C.) (Cape of Good Hope) (“it is well settled law that the mere form of  
expression ‘penalty’ or ‘liquidated damages’ does not conclude the matter”); Clydebank Engineering and  
Shipbuilding Co. v. Castaneda, [1905] A.C. 6, 9 (H.L. 1904) per Earl of Halsbury, L.C.) (“Both in England and  
Scotland it has been pointed out that the Court must proceed according to what is the real nature of the transaction, and  
that the mere use of the word ‘penalty’ ... or ‘damages’ ... would not be conclusive as to the right of the parties”);  
Thompson v. Hudson, L.R.4 H.L.1, 30 (1869)(“if the sum described as liquidated damages be a very large sum, and the  
title to that sum is to arise upon some very trifling consideration, then it follows plainly that the large sum never could  
have been meant to be the real measure of damages”); Forrest and Barr v. Henderson, Coulborn & Co., 7 Scot. L.  
Rptr. 112, 115 (Ct. Sess. 1869)(“even where parties stipulate that a sum of this kind shall not be regarded as a penalty,  
but shall be taken as an estimate and ascertainment of the amount of damage to be sustained in a certain event, equity  
will interfere to prevent the claim being maintained to an exorbitant and unconscionable amount)”; Astley v. Weldon,  
126 Eng. Rep. 1318, 1321 (Common Pleas 1801) per Lord Eldon (“A principle has been said to have been stated in  
several cases, the adoption of which one cannot but lament, namely, that if the sum would be very enormous and  
excessive considered as liquidated damages, it shall be taken to be a penalty though agreed to be paid in the form of  
contract”); Australia: Paciocco v. Australia and New Zealand Banking Group Ltd., [2016] HCA 28, ¶46 per Kiefel, J.  
(“The fact that the sum was called a penalty was not, of course, conclusive”); Hong Kong: Polyset Ltd. v. Panhandat  
Ltd., [2002] HKCFA 15, ¶8 (“Even if the sum so specified is described as liquidated damages, it may be seen upon  
examination to have been fixed as a threat to be held over a party’s head with a view to compelling him to perform. If  
so, the specified sum will be regarded as a penalty and therefore not recoverable”) & United States: United States v  
Page: 44  
test? How can an adjudicator assert that the parties’ intention is important and then proclaim that  
the text unequivocally proclaiming that intention is not determinative? One must assume that the  
ordinary and plain meaning of the text conveys what the parties intended.  
[167] Second, because the penalty rule is confusing, it produces inconsistent results that cannot  
be rationally explained.95 This is not a trait of a useful norm. It is the mark of a misleading and  
suspect measure.  
[168] Third, even if the benchmarks of a penalty term were universally acknowledged, it is not  
readily apparent that the penalty concept captures the essence of judicial reluctance to enforce  
some contract terms and provides much assistance in deciding whether a contested term should be  
enforced or not. A determination that a provision is a penalty provides little assistance to an  
adjudicator who must decide whether it is appropriate to relieve a promisor of a contractual  
obligation. How does the knowledge that a term is a penalty assist a court to decide whether it  
should be enforced? Characterizing a stipulated-consequence-on-breach term as a penalty is no  
more helpful than describing it as a remedial term or written in English. Suppose that a Casablanca  
Bethlehem Steel Co., 205 U.S. 105, 120 (1907)(“Either expression [penalty or liquidated damages] is not always  
conclusive as to the meaning of the parties”); Truck Rent-A-Center, Inc., v. Puritan Farms 2nd, Inc., 361 N.E. 2d  
1015, 1018 (N.Y. Ct. App. 1977) (“it is not material whether the parties themselves have chosen to call the provision  
one for ‘liquidated damages,’ or have styled it as a penalty.. ... Such an approach would put too much faith in form and  
too little substance”); Caesar v. Robinson, 67 N.E. 58, 59 (N.Y. Ct. App. 1903) (“The circumstance that the deposit is  
described in the lease as liquidated damages ... is not at all conclusive”); Willson v. Mayor of Baltimore, 34 A. 774, 775  
(Md. Ct. App. 1896)(“the intention of the parties at the time the contract was entered into is often, though not always,  
given weight; and whilst the language they have used in the instrument, if they declare that the damages shall be  
liquidated, is a circumstance that may have its influence ... yet even their explicit words will be sometimes  
disregarded”); Jaquith v. Hudson, 5 Mich. 123, 138 (Sup. Ct. 1858)(“Thus, though the word ‘penaltybe used ... or  
forfeit’ ... or ‘forfeit and pay... it will still be held to be stipulated damages if, from the whole contract, the subject  
matter, and the situation of the parties, it can be gathered that such was their intention”) & T. Sedgwick, A Treatise on  
the Measure of Damages, or, an Inquiry into the Principles Which Govern the Amount of Pecuniary Compensation  
Awarded by Courts of Justice 419 (3d rev. ed. 1858) (“The language of the contract is not controlling. If, indeed, the  
word ‘Penalty’ is used ... it will never be construed as a sum absolutely fixed. But the reverse is by no means the case;  
and the phrase ‘liquidated damages’, has often been made to read ‘penalty’”). Some contracts use both terms. E.g.,  
Commissioner of Public Works v. Hills, [1906] A.C. 368, 375 (P.C.) (Cape of Good Hope) (“Indeed, the form of  
expression here, ‘forfeited as and for liquidated damages’, if literally taken, may be said to be self-contradictory, the  
word ‘forfeited’ being peculiarly appropriate to penalty, and not to liquidated damages”).  
95 Cavendish Square Holdings BV v. El Makdessi, [2015] UKSC 67, ¶31; [2016] A.C. 1172, 1204 per Lord Neuberger  
& Lord Sumption (“the law relating to penalties has become the prisoner of artificial categorisation, itself the result of  
unsatisfactory distinctions: between a penalty and genuine pre-estimate of loss, and between a genuine pre-estimate of  
loss and a deterrent”); Evans v. Moseley, 114 P. 377 (Kan. 1911) (“There is no branch of the law on which a unanimity  
of decision is more difficult to find or on which more illogical and inconsistent holdings may be found”); Gobble v.  
Linder, 76 Ill. 157, 158 (Sup. Ct. 1875) (“No branch of the law is involved in more obscurity, by contradictory  
decisions, than whether the sum named in an agreement to secure performance will be treated as liquidated damages or  
as penalty”) & Jaquith v. Hudson, 5 Mich. 123, 133 (Sup. Ct. 1858) (“It is not to be denied that there is some conflict,  
and more confusion, in the cases; judges have been long and constantly complaining of the confusion and want of  
harmony in the decisions upon this subject”) (emphasis in original).  
Page: 45  
visitor gets lost in the Kasbah, the vast labyrinth of market lanes, and cannot remember the name  
or address of his or her hotel. A good Samaritan cannot help the tourist find his or her hotel when  
all the tourist can say is that he or she is lost. The knowledge that the tourist is lost does not  
contribute to the solution of the problem.  
[169] Fourth, the distinction between a penalty and a pre-estimate of damages is of limited value.  
There are fact patterns which make it exceedingly difficult, if not impossible, to estimate  
damages.96 This might mean that a stipulated-consequence-on-breach term is unenforceable even  
though it makes sound business sense.97  
[170] Fifth, the penalty aspect of a provision can often be camouflaged by clever drafting. An  
onerous obligation can be transformed into a beneficial option, as Justice Heath explained more  
than 200 years ago in Astley v. Weldon:98  
It is a well-known rule in equity, that if a mortgage covenant be to pay £5 per cent.,  
and if the interest be paid on certain days, then to be reduced to £4 per cent. The  
Court of Chancery will not relieve if the early day be suffered to pass without  
payment; but if the covenant be to pay £4 per cent, and if the party do not pay at a  
certain time it shall be raised to £5 per cent., there the Court of Chancery will  
relieve.  
[171] Professor Farnsworth made the same point:99  
Although it is beyond the parties’ power to provide for a penalty of, say, $1,000 for  
every day’s delay in performance, up to a maximum of $10,000, they can shape  
their substantive rights and dates through a provision for a premium by setting the  
completion date ten days later and providing that the price shall be increased by  
$1,000 for each day the work is finished early, up to a maximum of $10,000.  
[172] A doctrine that can so easily be manipulated must be carefully scrutinized. It is like a snow  
bridge not as useful as it appears. In fact, it is downright dangerous.  
96 Cavendish Square Holdings BV v. El Makdessi, [2015] UKSC 67, ¶31; [2016] A.C. 1172, 1204 per Lord Neuberger  
& Lord Sumption (“The real question ... is whether [a stipulated-consequence-on-breach term] ... is penal, not whether  
it is a pre-estimate of loss”).  
97  
Scottish Law Commission, Review of Contract Law: Discussion Paper on Penalty Clauses 6-7 (No. 162)  
(November 2016). Contra Paciocco v. Australia and New Zealand Banking Group Ltd., [2016] HCA 28, ¶30; 258  
C.L.R. 525, 547 per Kiefel, J. (“[a stipulated-payment-on-breach term may be enforceable even] if no pre-estimate is  
made at the time the contract is entered into”).  
98 126 Eng. Rep. 1318, 1322-23 (Common Pleas 1801). See also Wallingford v Mutual Society, 5 A.C. 685, 702 (H.L.  
1880) per Lord Hatherley.  
99 E. Farnsworth, Contracts 818 (4th ed. 2004). See Banta v. Stamford Motor Co., 92 A. 665 (Conn. Sup. Ct. 1914)(the  
yacht-construction contract featured a premium for advance delivery).  
Page: 46  
[173] Sixth, it is not obvious why a promisor’s commitment in a commercial agreement to pay a  
sum for breach of another term of the agreement that may bear no relationship to the damages that  
a court would award for nonperformance is contrary to public policy. A  
stipulated-consequence-on-breach term in a commercial contract and the common law damages  
principle serve completely different purposes. The former is adopted to avoid the need to utilize  
the common law damages protocol to resolve the consequences of nonperformance of a contract  
promise. The latter is resorted to because the parties have been unable to resolve the obligation of  
the promisor to the promisee on the former’s breach of a contractual obligation.  
[174] Here is an example of a contract that is the product of careful negotiations that contain a  
stipulated-consequence-on-breach term that does not incorporate common law damage values.  
Suppose that A, a public undertaking responsible for the provision of healthcare services in E, a  
metropolitan area, enters into an agreement with B, a multi-national medical-testing services  
enterprise. B agrees to build in E a modern laboratory and provide medical-testing services for a  
twenty-five year period. A promises to pay B an annual minimum fee with escalating factors based  
on the number of test results produced for each of the twenty-five years of the contract. The  
price-per-test declines as the quantity of annual tests escalates. 100 A and B are satisfied that once  
the laboratory is up and running and meeting A’s needs, C and D, public undertakings responsible  
for the provision of health care services in E’s satellite communities, will want to do business with  
B and ultimately allow B to operate at maximum capacity. A expects that its needs will rise  
significantly over the contract term. If B operates at a maximum capacity A’s per test costs drop.  
Both A and B appreciate that a change in government may affect A’s willingness to do business  
with B. B insists that A undertake onerous commitments if A terminates the contract before the  
end date. A knows that B requires a guaranteed minimum income stream to justify B’s upfront  
investment and that without A’s business B could not attract other customers. A and B recognize  
that a change in service provider may leave B with a special-design facility that may have no  
market value; would leave B with an unprofitable business in E; would greatly inconvenience both  
sides; and consume large amounts of their leadership teams’ time to secure a smooth transition. A  
accepts that B’s concerns are reasonable and agrees to pay B three times the total minimum  
amount due over the unexpired portion of the contract. A understands that the likelihood a court  
would order A to pay a sum this large if A terminated the agreement prematurely is low. There is a  
change of government after five years and A terminates the agreement with B after year eight. B  
sues A for three times the minimum amount that A was obliged to pay B in the period covering  
years nine to twenty-five inclusive. A refuses to pay on the ground the  
stipulated-consequence-on-breach term is an unenforceable penalty.  
[175] There is no good reason to relieve A of its obligation to pay the stipulated sum set out in the  
contract. A voluntarily made the agreement with B. It was the product of negotiations between  
parties with contracting capacity who fully understood their obligations and responsibilities under  
100  
Davis, “Penalty Clauses Through the Lens of the Unconscionability Doctrine”, 55 McGill L.J. 151, 158  
(2010)(“[the penalty doctrine] ignores the possibility that the prejudicial impact of a penalty clause on a breaching  
party has been offset by a benefit such as a price reduction conferred by another term of the contract”).  
Page: 47  
the contract. Each side had top-notch lawyers. Both believed the relationship was in their best  
interests.  
[176] It would be a disservice to A, the promisor, to assume that it was unaware of this onerous  
obligation and that it did not extract from B, the beneficial promisee of this  
stipulated-consequence-on-breach term, compensating concessions that offset this detriment. 101  
The correlation between B’s fees and the volume of testing may fall in this category.  
[177] I now mention the deleterious consequence of the penalty rule the detriment the penalty  
rule does to contract-interpretation principles. It forces courts to make indefensible claims about  
the meaning of contract text and to give text implausible meanings that the text cannot bear.102  
Courts considering the enforceability of a stipulated-consequence-on-breach term frequently  
conclude that the parties did not intend a promisor to comply with a promise on breach when it is  
incontrovertible that they did.103 Justice Christiancy of the Michigan Supreme Court adverted to  
the damages this charade causes to the principles of text interpretation:104 “But, as a rule of  
construction, or interpretation of contracts, it is radically vicious, and tends to a confusion of ideas  
in the construction of contracts generally”. This is undoubtedly true.  
101 L/3 Communications/ Spar Aerospace Ltd. v. International Association of Machinists and Aerospace Workers, 127  
L.A.C. 4th 225, 246 (Wakeling, Q.C. 2004) (“Or some issues may not be dealt with because a concession secured its  
absence from the agreement”).  
102 Composite Technologies Inc. v. Shawcor Ltd., 2017 ABCA 160, ¶107; [2017] 8 W.W.R. 427, 468 (“It is not the role  
of a court to inflict on the parties' contract text an implausible meaning. Courts that do so torture and destroy the text”);  
Lenz v. Sculptoreanu, 2016 ABCA 111, ¶4; 399 D.L.R. 4th 1, 6 (“A contrary interpretation would give the text an  
implausible meaning. A court may never do this”); Valard Construction Ltd. v. Bird Construction Co., 2016 ABCA  
249, ¶184; 57 C.L.R. 4th 171, 236 per Wakeling, J.A. (“This interpretation was not one that the words may bear. It is  
implausible”); Lawson Store Service Co. v. Russell Wilkins & Sons Ltd., [1906] HCA 87; 4 C.L.R. 672, 685 & Sun  
Printing and Publishing Assoc. v. Moore, 183 U.S. 642, 673 (1902)(both courts approved the following statement in  
Clement v. Cash, 21 N.Y. 253, 257 (Ct. App 1860): “a court of law has no right to erroneously construe the intention of  
the parties, when clearly expressed, in the endeavour to make better contracts for them than they have made for  
themselves. In these, as in all other cases, the courts are bound to ascertain and carry into effect the true intent of the  
parties”) & A. Scalia & B. Garner, Reading Law: The Interpretation of Legal Texts 31 (2012)(“A fundamental rule of  
textual interpretation is that neither a word nor a sentence may be given a meaning that it cannot bear. Without the  
concept of permissible meanings, there is no such thing as a faithful interpretation of legal texts”).  
103 Interstate Industrial Uniform Restore Service, Inc. v. Couri Pontiac, Inc. 355 A. 2d 913, 921 (Me. Sup. Jud. Ct.  
1976)(“this Court has held that the question of whether a stipulated amount is liquidated damages or a penalty shall be  
resolved by finding the intent of the parties. ... Clearly that ... does not mean that the Court must follow the intent as it  
appears on the face of the contract, for so doing would require the Court to uphold any provision designated  
‘liquidated damages’ since the parties have clearly stated that they intend to pay that amount in the event of breach”).  
104 Jaquith v. Hudson, 5 Mich. 123, 136 (Sup. Ct. 1858). See also Willson v. Mayor of Baltimore, 34 A. 774, 775 (Md.  
Ct. App. 1896)(“Whether a sum named in a contract to be paid by a party in default on its breach is to be considered  
liquidated damages or merely a penalty, is one of the most difficult and perplexing inquiries encountered in the  
construction of written agreements. The solution of that question ... [is] to some extent controlled by artificial general  
rules which are not wholly in harmony with the ordinary canons of construction”).  
Page: 48  
[178] The real explanation for nonenforcement is the manifest oppressiveness or  
unconscionability of the term.105 Courts do not wish to lend their office to such a reprehensible  
task. Justice Christiancy of the Michigan Supreme Court recognized the diversionary nature of the  
intention model:106 “[T]hough the parties actually intended the sum to be paid, as the damages  
agreed upon between them, yet it being clearly unconscionable, the court would disregard the  
intention and refuse to enforce the stipulation”.  
[179] In my opinion, the true explanation for the cases in which modern courts decline to give  
effect to a stipulated-consequence-on breach term in a commercial case is the courts’ belief that the  
105 A. Swan & J. Adamski, Canadian Contract Law 950, 951 (3d ed. 2012) (“The more elaborate catalogue presented  
by Lord Dunedin [in Dunlop Tyre] was necessary only as long as the common law rejected the general power to police  
contracts for unconscionability”).  
106 Jaquith v. Hudson, 5 Mich. 123, 136 (Sup. Ct. 1858). See Bildfell, “Exculpatory Clauses and Liquidated Damages  
Clauses: Two Sides of the Same Coin?”, 78 Sask. L. Rev. 347, 357 (2015)(“the test applied to penalties prima facie  
appears more focused on the reasonableness of the clause itself”).  
Page: 49  
terms are so one-sided that the courts ought not to enforce them.107 The wisdom of this standard  
should be directly confronted.108  
[180] Courts do not decline to enforce bargained stipulated-consequence-on-breach terms in a  
commercial agreement to protect the interest of an improvident or incompetent promisor. The promisor  
is a fortunate beneficiary of a rule not crafted for the promisor’s advantage.109 Courts declare these  
107 Dunlop Pneumatic Tyre Co. v. New Garage and Motor Co., [1915] A.C. 79, 101 (H.L. 1914) per Lord Parmoor  
(“The agreed sum … is held to be a penalty if it is extravagant or unconscionable”); Clydebank Engineering and  
Shipbuilding Co. v. Castaneda, [1905] A.C. 6, 10 (H.L. 1904)(“whether [this stipulated-payment-on-breach term] ... is  
... unconscionable and extravagant, and one which no court ought to allow to be enforced”); O’Dea v. Allstates  
Leasing System (W.A.) Pty. Ltd., [1983] HCA 3, ¶1; 152 C.L.R. 359, 374 per Murphy, J. (“These provisions permit the  
lessor to recover grossly in excess of any genuine pre-estimate of its loss. They are a trap for an unwary or unfortunate  
lessee. They are unenforceable because, by modern standards, they are unconscionably harsh”); Truck Rent-A-Center,  
Inc., v. Puritan Farms 2nd, Inc., 361 N.E. 2d 1015, 1019-20 (N.Y. Ct. App. 1977) (the Court upheld an onerous  
stipulated-payment term, noting that “[t]he agreement was fully negotiated ... . There is no indication of any disparity  
of bargaining power”); Hutchison v. Tompkins, 259 So. 2d 129, 132 (Fla. Sup. Ct. 1972) (“The better result, ... is to  
allow the liquidated damage clause to stand if the damages are not readily ascertainable at the time the contract is  
drawn, but to permit equity to relieve against the forfeiture if it appears unconscionable in light of the circumstances  
existing at the time of breach”); Jaquith v. Hudson, 5 Mich. 123, 133 (Sup. Ct. 1858)(“courts of justice will not  
recognize or enforce a contract, or any stipulation of a contract, clearly unjust and unconscionable; a principle of  
common sense and common honesty so obviously in accordance with the dictates of justice”) & T. Sedgwick, A  
Treatise on the Measure of Damages, or, an Inquiry into the Principles Which Govern the Amount of Pecuniary  
Compensation Awarded by Courts of Justice 420 (1858) (“if ... the contract is such that the strict construction ... would  
work ... oppression, the use of the term liquidated damages will not prevent the courts from inquiring into the actual  
injury sustained and doing justice between the parties”). See also Tercon Contractors Ltd. v. British Columbia, 2010  
SCC 4, ¶¶108 & 122; [2010] 1 S.C.R. 69, 116 (“The situations in which the doctrine [ of fundamental breach] is  
invoked could be addressed more directly and effectively through the doctrine of "unconscionability", as assessed at  
the time the contract was made”) & 122 (“What was demonstrated in Plas-Tex was that the defendant Dow was so  
contemptuous of its contractual obligations and reckless as to the consequences of the breach as to forfeit the  
assistance of the court”); Hunter Engineering Co. v. Syncrude Canada Ltd., [1989] 1 S.C.R. 426, 455-56 per Dickson,  
C.J. (“the courts should not disturb the bargain the parties have struck, and I am inclined to replace the doctrine of  
fundamental breach with a rule that holds the parties to the terms of their agreement [liability-exclusion term],  
provided the agreement is not unconscionable”).  
108 Hunter Engineering Co. v. Syncrude Canada Ltd., [1989] 1 S.C.R. 426, 462 per Dickson, C.J (“there is much to be  
gained by addressing directly the protection of the weak from over-reaching by the strong, rather than relying on the  
artificial legal doctrine of “fundamental breach”); Tercon Contractors Ltd. v. British Columbia, 2010 SCC 4, ¶120;  
[2010] 1 S.C.R. 69, 122 (“a plaintiff who seeks to avoid the effect of an exclusion clause must identify the overriding  
public policy that it says outweighs the public interest in the enforcement of the contract”) & Wallis v. Smith, 21 Ch. D.  
243, 274 (C.A. 1882) per Lindley, L.J. (“Whether relief was given on the theory of oppression, or on the theory that the  
parties could not have meant what they said that it was too absurd or whether relief was given by reason of the  
usury laws, I do not know it is an antiquarian research which I have not prosecuted”).  
109 The recipient of punitive damages also derives a secondary benefit to which he or she would not ordinarily be  
entitled by the application of normal damage principles. Hill v. Church of Scientology, [1995] 2 S.C.R. 1130, 1208  
(“Punitive damages may be awarded in situations where the defendant’s misconduct is so malicious, oppressive and  
high-handed that it offends the court’s sense of decency: Punitive damages bear no relation to what the plaintiff should  
receive by way of compensation”).  
Page: 50  
terms invalid to protect the reputation of the administration of justice.110 The reputation of the judiciary  
would be jeopardized if it gave its imprimatur to oppressive terms terms that were manifestly  
one-sided and grossly unfair.111 I agree with Justice Story of the United States Supreme Court when he  
declared extrajudicially112  
that the folly of one man cannot authorize gross oppression on the other side. And  
law, as a science, would be unworthy of the name, if it did not, to some extent,  
provide the means of preventing the mischiefs of improvidence, rashness, blind  
confidence, and credibility on one side: and of skill, avarice, cunning and gross  
violation of the principles of morals and conscience on the other.  
2.  
In 1978 the Supreme Court of Canada Rejected the Penalty Rule and  
Adopted the Oppression Standard  
[181] In 1978 the Supreme Court of Canada, in Elsley v. J.G. Collins Insurance Agencies Ltd.,113  
jettisoned114 the classic penalty rule: “[T]he power to strike down a penalty clause is a blatant  
interference with freedom of contract and is designed for the sole purpose of providing relief  
110  
Websters v. Bosanquet, [1912] A.C. 394, 398 (P.C.) (Ceylon) (“the question must always be whether the  
construction contended for renders the agreement unconscionable and extravagant and one which no Court ought to  
allow to be enforced”) & Clydebank Engineering and Shipbuilding Co. v. Castaneda, [1905] A.C. 6, 10 (H.L. 1904)  
per Earl of Halsbury (“whether it is ... unconscionable and extravagant and one which no Court ought to allow to be  
enforced”).  
111 Priebe & Sons, Inc. v. United States, 332 U.S. 407, 418 (1947) per Frankfurter, J. (“But one man’s default should  
not lead to another man’s unjust enrichment”).  
112 2 J. Story, Commentaries on Equity Jurisprudence as Administered in England and America 743 (4th ed. 1846).  
113 [1978] 2 S.C.R. 916, 937.  
114 Some commentators have suggested that this portion of Justice Dickson’s opinion is obiter and not binding on  
lower courts. I disagree. First, this statement is part of the ratio decidendi of the case. Second, even if the statement  
was obiter, there is a presumption that obiter statements supported by a majority of the Court are binding on lower  
courts. The presumption is at its strongest if the proposition in dispute plays a central role in the legal regime fashioned  
by the Supreme Court and is consistent with fundamental legal principles. The Supreme Court not only resolves the  
particular dispute that an appeal presents for resolution but creates a legal structure that accounts not only for the  
disposition of the appeal before it but all related matters as well. If Justice Dickson’s opinion was obiter, the  
presumption kicks in. The presumption is at its weakest if the proposition plays only a minor role in the legal regime  
the Supreme Court has constructed and is inconsistent with fundamental legal principles. See generally The Queen v.  
Henry, 2005 SCC 76, ¶57; [2005] 3 S.C.R. 609, 642 (“The weight [of obiter] decreases as one moves from the  
dispositive ratio decidendi to a wider circle of analysis which is obviously intended for guidance and which should be  
accepted as authoritative. Beyond that, there will be commentary, examples or exposition that are intended to be  
helpful and may be found to be persuasive, but are certainly not ‘binding’”) & The Queen v. Prokofiew, 2010 ONCA  
423, ¶20; 100 O.R. 3d 401 (“Obiter dicta will move along a continuum. A legal pronouncement that is integral to the  
result or the analysis that underlies the determination of the matter in any particular case will be binding. Obiter that is  
incidental or collateral to that analysis should not be regarded as binding, although it will obviously remain  
persuasive”). The presumption is nonexistent if an observation is nothing more than an off-hand or a “throw-away”  
remark. Cavendish Square Holding BV v. El Makdessi, [2015] UKSC 67, ¶42; [2016] A.C. 1172, 1209 per Lord  
Neuberger & Lord Sumption.  
Page: 51  
against oppression for the party having to pay the stipulated sum. It has no place where there is no  
oppression.” A judgment declining to enforce a stipulated-consequence-on-breach term is an  
obvious abridgment of the autonomy of the parties and the freedom of contract.115  
[182] Elsley clarified the law on the enforceability of a stipulated-consequence-on-breach term in  
a commercial contract between parties that had sufficient resources to retain legal counsel. It was  
enforceable unless oppressive. 116  
115 Cavendish Square Holding BV v. El Makdessi, [2015] UKSC 67, ¶33; [2016] A.C. 1172, 1205 per Lord Neuberger  
& Lord Sumption (“The penalty rule is an interference with freedom of contract. It undermines the certainty which  
parties are entitled to expect of the law”) & S. Waddams, The Law of Contracts 313 (7th ed. 2017).  
116 Many Canadian courts have enforced stipulated-consequence-on-breach terms using the oppression standard. E.g.,  
32262 BC Ltd. v. See-Rite Optical Ltd., 1998 ABCA 89, ¶16; 39 B.L.R. 2d 102 (the Court enforced a  
stipulated-payment-on-breach default term because it was not oppressive); Fern Investments Ltd. v. Golden Nugget  
Restaurant (1987) Ltd., 1994 ABCA 153; 149 A.R. 303 (the Court declared that a $100,000 security deposit was not  
refundable unless it was oppressive); City of Calgary v. Northern Construction Co., 1985 ABCA 285; [1986] 2  
W.W.R. 426 (the Court enforced a stipulated-payment-on-breach term because it was not oppressive); RCAP Leasing  
Inc. v. Martin, 2016 ABQB 542;62 B.L.R. 5th 336 (Masters chambers) (the Master refused to enforce an administrative  
fee payable on the lessee’s default in an equipment lease agreement because it was unconscionable and oppressive);  
Precision Drilling Canada Ltd. Partnership v. Yangarra Resources Ltd., 2015 ABQB 649; 46 B.L.R. 5th 327  
(Master)(the Court enforced a promisor’s obligation in a commercial contract to pay eighteen percent interest on  
unpaid accounts, having determined that the term was not extravagant or unconscionable); Bucci Xenex Project Ltd. v.  
Ramasiuk, 2010 ABQB 389 (the Court enforced a forfeiture term in a condominium purchase agreement because it  
was not oppressive); Markdale Ltd., v. Ducharme, 235 A.R. 283, 293 (Q.B. 1998) (“[Elsley] states that the rule that for  
a sum to be considered a penalty rather than liquidated damages, it must be oppressive”); City of Edmonton v. Triple  
Five Corp., 158 A.R. 293 (Q.B. 1994)(the Court enforced a term allowing the City to draw on a letter of credit if the  
promisor did not complete a subdivision on time because the term was not oppressive); Liu v. Coal Harbour  
Properties Partnership, 2006 BCCA 385; 273 D.L.R. 4th 508 (the Court held that condominium deposits totalling  
$391,000 were forfeited as the term was not oppressive); Prudential Insurance Co. of America v. Cedar Hills  
Properties Ltd., [1995] 3 W.W.R. 360, 369-70 (B.C.C.A. 1994)(the Court enforced a $100,000 interest-rate-standby  
fee in a $6.4 million commercial loan agreement because it was not unconscionable, extravagant or oppressive);  
Bankers Mortgage Corp. v. Plaza 500 Hotels Ltd., 2016 BCSC 722; 65 R.P.R. 5th 120 (the Court enforced a $96,000  
exit fee in a loan retainer agreement on the basis that it was not an unenforceable penalty); GL&V Canada Inc. v.  
Deramore Construction Services Inc., 2015 BCSC 2534; 50 C.L.R. 4th 108 (the Court applied Elsley and enforced a  
stipulated-payment-on-breach term in a commercial contract); Schindler Elevator Corp. v. New Vista Society, [1998]  
B.C.J. No. 2327, ¶18 (Sup. Ct.)(the Court enforced a stipulated-payment-on-breach term in a commercial contract  
because it was not “excessive, extravagant or unconscionable”). Volvo Truck Finance Canada Ltd. v. Premier Pacific  
Holdings Inc., 2002 BCSC 1137; 29 B.L.R. 3d 213 (the Court enforced an interest-escalation-on-default term in a  
commercial contract because the promisor had not demonstrated that it was oppressive); Wolf Chevrolet Oldsmobile  
Ltd. v. 552234 B.C. Ltd., 2004 BCPC 154; 49 B.C.C.R. 3d 247 (the Court enforced a term in a vehicle-sale agreement  
that obliged the purchaser to pay the vendor $5000 if he resold the vehicle in the United States); Canadian Wheat  
Board v. Pigeon Hill Elk Farm Ltd., 2009 SKQB 437; 345 Sask. R. 144 (the Court enforced a  
stipulated-payment-on-breach term in a commercial contract in the absence of oppression); Carnoustie Holdings Ltd.  
v. Brennan Educational Supply Ltd., 2008 SKQB 257; 319 Sask. R. 53 (the Court enforced  
stipulated-payment-on-breach term in a commercial contract in the absence of oppression); Lac- La Ronge Indian  
Band v. Dallas Contracting Ltd., 2001 SKQB 135; 206 Sask. R. 13 (the Court missed a stipulated-payment-on-breach  
term in a commercial contract - $1000/day the projected completion date was missed); Peachtree II Associates -  
Dallas LP v. 857486 Ontario Ltd, 256 D.L.R. 4th 490, 500 (Ont. C.A. 2005)(“courts should, whenever possible,  
Page: 52  
[183] This was a surprising development.  
[184] Just four years earlier, in H.F. Clarke Ltd. v. Thermidiare Corp.,117 the Supreme Court, by a  
three-to-two majority, 118 refused to enforce an important term in an exclusive-distribution  
commercial contract between two businesses.119 H.F. Clarke Ltd., in breach of the agreement, sold  
products manufactured by others than Thermidaire that served the same purpose as Thermidaire’s  
products. The promisee invoked the stipulated-consequence-on-breach term and demanded that  
H.F. Clarke Ltd. pay the “gross trading profit” that it gained from the sale of the competition’s  
products.  
favour analysis on the basis of equitable principles and unconscionability over the strict common law rule pertaining to  
penalty clauses”); Birch v. Union of Taxation Employees, 2008 ONCA 809, ¶39; 305 D.L.R. 4th 64, 77 (“I can discern  
nothing in the unique contractual relationship between a union member and his or her union which would suggest to  
the court that we should refuse to apply the doctrine of unconscionability in appropriate circumstances”); Zander Sod  
Co. v. Solmar Development Corp., 2011 ONSC 7; 6 R.P.R. 5th 116 (the Court enforced a  
stipulated-payment-on-breach term in a commercial contract, noting the import of Elsley); Nortel Networks Corp. v.  
Jervis, 18 C.C.E.L. 3d 100 (Ont. Super. Ct. 2002)(the Court enforced a stipulated-payment-on-breach term because it  
was not unconscionable or vexatious); Lee v. OCCO Developments Ltd., 5 R.P.R. 3d 203 (N.B.C.A. 1996)( the Court  
enforced a default term in a large condominium purchase agreement because it was not unconscionable); Beton  
Brunsuick Ltee v. Martin, 176 N.B.R. 2d 81 (C.A. 1996)(the court opined that a noncompetition agreement would be  
unenforceable only if it was oppressive) & Federal Business Development Bank v. Fredericton Motor Inn, 32 N.B.R.  
2d 108 (Q.B. 1980)(the Court enforced a $5000 commitment fee payable in the event the hotel decided not to conclude  
the loan transaction). See also Davis, “Penalty Clauses Through the Lens of Unconscionability Doctrine: Birch v.  
Union of Taxation Employees, Local 70030”, 55 McGill L.J. 151, 164 (2010). So have Hong Kong courts. E.g., Chow  
Kee James v. Transway Construction and Engineering Ltd., [2006] HKCFI 1433 (the Court enforced a  
late-completion change in a large public works contract, in part, because it was not unconscionable); First  
Commercial Bank v. The Owners of “Liberty Container”, [2004] HKCFI 7013, ¶13 (“the modern approach to penalty  
clauses is to look at whether in respect of a commercial contract, the disputed provision can be said to be  
unconscionable or oppressive by reason of its being extravagant, exorbitant or excessive and that the court should be  
slow to find terms agreed by the parties to be in terrorem rather than genuine agreement providing for fixed formula of  
loss”) & Vintech Co. v. Radio-Holland Hong Kong Co., [2001] HKDC 36 (the Court enforced a  
stipulated-payment-on-breach-term because it was not oppressive). Some post-1978 judgments determining the  
enforceability of stipulated-consequence-on-breach terms never refer to Elsley. E.g., B.L.T. Holdings Ltd. v. Excelsior  
Life Insurance Co., [1986] 6 W.W.R. 534 (Alta. C.A. 1986); Dial Mortgage Corp. v. Baines, 15 Alta. L.R. 2d 211  
(Q.B. 1980); Dezcam Industries Ltd. v. Kwak, [1983] 5 W.W.R. 32 (B.C.C.A.); Colliers Macaulay Nicolls Inc. v. Park  
Georgia Properties Ltd., 2003 BCSC 1785; 15 R.P.R. 4th 132; Dundas v. Schafer, 2014 MBCA 92; 377 D.L.R. 4th  
485; Infinite Maintenance Systems Ltd. v. ORC Management Ltd., 139 O.A.C. 331 (C.A. 2001) & Place Concorde  
East Ltd. Partnership v. Shelter Corp. of Canada, [2003] O.J. No. 5437; 43 B.L.R. 3d 54 (Sup. Ct).  
117 [1976] 1 S.C.R. 319 (1974).  
118 Justices Martland and Dickson dissented. [1976] 1 S.C.R. 319, 339 (1974). They adopted the unanimous reasons of  
the Court of Appeal for Ontario. [1973] 2 O.R. 57, 70 (“The parties knew and appreciated these factors [the damage  
formula may exceed by a large margin the actual damages] and chose this method to establish compensation for a loss,  
the amount of which was difficult to determine and, no doubt, very costly to establish. I am convinced that they agreed  
upon a method which they both regarded as one which would lead to a fair and just determination of Thermidaire's  
damages and losses in the event of a breach of the covenant”). This position is hard to criticize.  
119 A. Swan & J. Adamski, Canadian Contract Law 952 (3d ed. 2012) (“Thermidaire Corporation ... was a small  
one-person corporation dealing with a much larger corporation”).  
Page: 53  
[185] The trial court120 and the Ontario Court of Appeal121 granted Thermidaire what it bargained  
and paid for. The Supreme Court did not.122 Chief Justice Laskin and two of his colleagues refused  
to enforce the stipulated-consequence-on-breach term because the “gross trading profit” was twice  
the amount the promisee would have received had the promisor promised to disgorge its net  
profits, the sum the Court believed was the loss it suffered as a result of H.F. Clarke Ltd.’s breach.  
[186] Chief Justice Laskin substituted the Court’s assessment of the fairness of the term for that  
of the contracting parties and ignored the fact that the stipulated-payment-on-breach term was a  
part of a bargain between two businesses:123  
The courts may be quite content to have the parties fix the damages in advance and  
relieve the courts of this burden in cases where the nature of the obligation upon the  
breach of which damages will arise, the losses that may reasonably be expected to  
flow from a breach and their unsusceptibility to ready determination upon the  
occurrence of a breach provide a base upon which a pre-estimation may be made.  
But this is only the lesser half of the problem. The interference of the courts does  
not follow because they conclude that no attempt should have been made to  
predetermine the damages or their measure. It is always open to the parties to make  
the predetermination, but it must yield to judicial appraisal of its reasonableness in  
the circumstances.  
[187] Had it not been for the H.F. Clarke Ltd. v. Thermidaire Corp.124 aberration, the decision in  
Elsley would have been consistent with a trend that started in England early in the twentieth  
century and was immediately followed in Canada.  
3.  
Freedom of Contract Is a Fundamental Value in Societies Whose  
Welfare Depends on a Free-Market Economy  
[188] Although Justice Dickson did not explain in Elsley why the Supreme Court rejected the  
much maligned penalty rule and endorsed an oppression principle that so unreservedly promoted  
freedom of contract values in commercial contracts, his reasoning is implied.  
120 5 C.P.R. 2d 108.  
121 [1973] 2 O.R. 57.  
122 A. Swan & J. Adamski, Canadian Contract Law 951 (3d ed. 2012) (the authors referred to H.F. Clarke Ltd. v.  
Thermidaire Corp. as a “bad detour”).  
123 [1976] 1 S.C.R. 319, 331 (emphasis added).  
124 H.F. Clarke Ltd. v. Thermidaire Corp. now rests on the judicial sea floor. Elsley did it in. A. Swan & J. Adamski,  
Canadian Contract Law 952 (3d ed. 2012) (“The approach adopted by Laskin C.J. ... was implicitly rejected by the  
Court in Elsley Estate v. J.G. Collins Insurance Agencies Ltd.”).  
Page: 54  
[189] There is no compelling reason to decline to enforce stipulated-consequence-on-breach  
terms in commercial contracts.125  
[190] Freedom of contract is a fundamental value in Canada and any other society whose  
members’ welfare is largely dependent on a thriving free-market economy. 126 Canadian, 127  
English128 Australian,129 Hong Kong130 and American131 courts have frequently recognized the  
importance of freedom of contract.  
125 Harvest Operations Corp. v. Canada, 2017 ABCA 393, ¶51; [2018] 3 W.W.R. 51, 65 (“Legal documents are  
important. They set out the rights and responsibilities of their signatories. They should be enforced as written unless  
there is a compelling reason to modify them”).  
126 See P. Atiyah, The Rise and The Fall of Freedom of Contract (1979). Contracts are also important mechanisms in  
planned economies. But not freedom of contract. Grossfeld, “Money Sanctions for Breach of Contract in a Communist  
Economy”, 72 Yale L.J. 1326, 1327 (1963) (“The function of the contract ... is to implement in detail the directives of  
governmental policy as expressed in the plan”).  
127 E.g., Tercon Contractors Ltd. v. British Columbia, 2010 SCC 4, ¶¶82 & 123; [2010] 1 S.C.R. 69, 107 & 123 per  
Binnie J. (“the principle is that a court has no discretion to refuse to enforce a valid and applicable contractual  
exclusion clause unless the plaintiff ... can point to some paramount consideration of public policy sufficient to  
override the public interest in freedom of contact and defeat what would otherwise be the contractual rights of the  
parties”) & (“[Canada recognizes] the very strong public interest in the enforcement of contracts”); Elsley v. J.G.  
Collins Insurance Agencies Ltd., [1978] 2 S.C.R. 916, 937 (“the power to strike down a penalty clause is a blatant  
interference with freedom of contract”); Hittinger v. Turgeon, 2005 ABQB 257, ¶115; [2006] 3 W.W.R. 699, 716  
(“The case law is replete with references to the need to maintain the integrity of contracts”) & Prudential Insurance  
Co. of America v. Cedar Hills Properties Ltd., [1995] 3 W.W.R. 360, 369 (B.C.C.A. 1994) (“To single out this  
provision in the absence of any circumstances suggesting oppression or overreaching is ... an unwarranted interference  
with freedom of contract”); MTK Auto West Ltd. v. Allen, 2003 BCSC 1613, ¶22 (“A court should not strike down a  
penalty clause as being unconscionable lightly because it is a significant intrusion on freedom of contract”); 869163  
Ontario Ltd. v. Torrey Springs II Associates Ltd. Partnership,256 D.L.R. 4th 490, 500 (Ont. C.A. 2005)(“Judicial  
enthusiasm for the refusal to enforce penalty clauses has waned in the face of a rising recognition of the advantages of  
allowing parties to define for themselves the consequences of breach”); Zander Sod Co. v. Solmar Development Corp.,  
2011 ONSC 7, ¶96; 6 R.P.R. 5th 116, 143 (“The common law has long recognized and respected private ordering. ...  
[P]arties generally enjoy the freedom to contract with one another as they see fit. That freedom includes the right to  
agree on a limit of damages or even a fixed sum to be paid in the event of breach”) & S. Waddams, The Law of  
Contracts 320 (7th ed. 2017) (“It is often in the interests of both parties to make the cost of non-performance  
predictable in advance”).  
128 Cavendish Square Holding BV v. EI Makdessi, [2015] UKSC 67, ¶257; [2016] A.C. 1172, 1278 per Lord Hodge  
(“The rule against penalties is an exception to the general approach of the common law that parties are free to contract  
as they please and that the courts will enforce their agreements”); Belmont Park Investments Pty Ltd. v. BNY  
Corporate Trustee Services, [2011] UKSC 38, ¶103; [2012] 1 A.C. 383, 421 per Lord Collins (“party autonomy is at  
the heart of English commercial law”); Philips Hong Kong Ltd. v. Hong Kong, [1993] UKPC 3a, ¶23;[1993] 1  
H.K.L.R. 269, 280 (“bear in mind that what the parties have agreed should normally be upheld. Any other approach  
will lead to undesirable uncertainty, especially in commercial contracts”); Scandinavian Trading Tanker Co. v. Flota  
Petrolera Ecuatoriana (Scaptrade), [1983] 2 A.C. 694, 703 (H.L.) per Lord Diplock (“Prima facie parties to a  
commercial contract bargaining on equal terms can make ‘time to be of the essence’ of the performance of any primary  
obligation under the contract that they please, whether the obligation be to pay a sum of money or to do something  
else”); Scandinavian Trading Tanker Co. v. Flota Petrolera Ecuatoriana (Scaptrade), [1983] Q.B. 529, 540-41 (C.A.  
1982)(“It is of the utmost importance in commercial transactions that, if any particular event occurs which may affect  
Page: 55  
[191] Whenever parties with capacity and sufficient resources to retain legal counsel make  
commercial bargains the law is predisposed to enforce their bargains. This is so whether or not  
they actually retained counsel. There is a legal presumption that commercial parties know the  
burdens and benefits their bargain bestows on them and whether the terms are improvident or  
suspect for other reasons.132  
the parties’ respective rights under a commercial contract, they should know where they stand. The court should so far  
as possible desist from placing obstacles in the way of either party ascertaining his legal position, if necessary with the  
aid of advice from a qualified lawyer, because it may be commercially desirable for action to be taken without delay,  
action which may be irrevocable and which may have far-reaching consequences”); Dunlop Pneumatic Tyre Co. v.  
New Garage and Motor Co, [1915] A.C. 79, 103 (H.L. 1914) per Lord Parmoor, (“I can see no reason why ... the law  
should interfere with freedom of contract”); E. Underwood & Son Ltd. v. Barker, [1899] 1 Ch. 300, 305 (C.A.) per  
Lindley, M.R. (“If there is one thing more than another which is essential to the trade and commerce of this country it  
is the inviolability of contracts deliberately entered into; and to allow a person of mature age, and not imposed upon, to  
enter into a contract, to obtain the benefit of it, and then to repudiate it and the obligations which he has undertaken is,  
prima facie at all events, contrary to the interests of any and every country”) & Wallis v. Smith, 21 Ch. D. 243, 266  
(C.A. 1882) per Jessel, M.R. (“it is of the utmost importance as regards contracts between adults persons not under  
disability and at arm’s length – that the Courts of Law should maintain the performance of the contracts according to  
the intention of the parties; that they should not overrule any clearly expressed intention on the ground that Judges  
know the business better than the people know it themselves”).  
129 Ringrow Pty. Ltd. v. BP Australia Pty. Ltd., [2005] HCA 71, ¶31; 224 C.L.R. 656, 669 (“there is much to be said for  
the view that the courts should [allow]… parties to a contract greater latitude in determining what their rights and  
liabilities will be, so that an agreed sum is only characterized as a penalty if it is out of all proportion to damage likely  
to be suffered as a result of breach”).  
130 Philips Hong Kong Ltd. v. Hong Kong, [1993] UKPC 3a, ¶17;[1993] 1 H.K.L.R. 269, 277 (“courts have always  
avoided claiming that they have any general jurisdiction to rewrite the contracts that the parties have made”); Polyset  
Ltd. v. Panhandat Ltd., [2002] HKCFA 15, ¶156 per Litton, J (“where business people are dealing with each other at  
arm’s length, their freedom to contract as they please is something the courts respect and protect”); Bank of East Asia  
Ltd. v. Yip Chi Wai, [2011] HKCFI 844, ¶66 (High Ct.) (“At present, the public policy is to respect parties’ freedom to  
contract, allow them to make the agreed compensation in specific circumstances and restrict judicial intervention to  
cases where the penalty is excessive, exorbitant and unreasonable”) & Luen Wai Crane Engineering Co. v. AJAX Pong  
Construction Equipment Ltd., [1994] HKCFI 22, ¶8 (High Ct.) (“the court should be disinclined to put asunder the  
bargain struck between ... contractual parties on a level playing field. Neither of the parties in this case was under  
oppression nor ... [did] either of them ... [suffer] from any disadvantage at the negotiation table).  
131 Wise v. United States, 249 U.S. 361, 365 (1919)(“There is no sound reason why persons competent and free to  
contract may not agree upon this subject as fully as upon any other, or why their agreement ... should not be  
enforced”); Lochner v New York, 198 U.S. 45, 76 (1905) (the Court struck down a statute limiting the number of days  
a bakery employee could work in a day or week on the basis of freedom of contract) & ABRY Partners v. F&W  
Acquisitions LLC, 891 A. 2d 1032, 1036 (Del. Ch. 2006) (the Court expressly acknowledged that public policy  
promotes freedom of contract). See E. Farnsworth, Contracts 313 (4th ed. 2004) (“The principle of freedom of contract  
rests on the premise that it is in the public interest to accord individuals broad powers to order their affairs through  
legally enforceable agreements. In general, therefore, parties are free to make such agreements as they wish, and  
courts will enforce them without passing on their substance”).  
132 Dunlop Pneumatic Tyre Co. v. New Garage and Motor Co., [1915] A.C. 79 (H.C. 1914)(the Court upheld a  
stipulated-payment-on-breach provision to enforce a price-maintenance regime in a tire-distribution contract);  
Webster v. Bosanquet, [1912] A.C. 394 (P.C.) (Ceylon) (the Privy Council upheld a stipulated-payment-on-breach  
Page: 56  
[192] Sir George Jessel, M.R., a strong advocate of the merits of freedom of contract said this:  
“[M]en of full age and competent understanding [must] ... have the utmost liberty of contracting,  
and that their contracts when entered into freely and voluntarily shall be held sacred and shall be  
enforced by courts of justice”.133  
[193] This is a principle of fundamental importance.  
[194] Moreover, judicial enforcement of stipulated-consequence-on-breach terms in commercial  
bargains has salutary effects.  
[195] At a general level, it encourages contracting parties to discharge their obligations by  
introducing a sufficiently high degree of certainty that the other contracting party will honour its  
commitments. It also means that if the promisor does not act as promised the disappointed  
promisee may invoke the assistance of the court and secure a predictable remedy for contract  
breach.134 This element of certainty and predictability promotes essential commercial activity.  
Commercial actors will be more inclined to do business with enterprises with whom they have no  
prior satisfactory working relationships. This is a positive development. Most commercial actors  
can accomplish more working together than they can on their own. The interaction would be at a  
minimal level if commercial actors could not proceed on the valid assumption that promises are a  
valuable commodity to the promisee.  
[196] More specifically, there is no valid reason why commercial actors should not be able to  
agree on the consequences of nonperformance. Professor Farnsworth states that “[t]he advantages  
of stipulating in advance a sum payable as damages are manifold”.135 A promisor who agrees to  
accept substantially less if it fails to perform at a specified level may have a competitive advantage  
term in a commercial tea-purchase contract); Clydebank Engineering and Shipbuilding Co. v. Castaneda, [1905] A.C.  
6 (H.C.) (the Court enforced the shipbuilder’s promise to pay £500 per week for late delivery of torpedo boats to the  
Spanish navy even though the agreement described the payment as a penalty); Lordsvale Finance PLC v. Bank of  
Zambia, [1996] Q.B. 752 (the Court upheld a default-uplift interest term in a syndicated loan agreement because a  
valid business purpose accounted for its presence); Sun Printing and Publishing Assoc. v. Moore, 183 U.S. 642, 673  
(1901) (the Court enforced the charter-party’s promise to pay a stipulated amount if it failed to return the chartered  
yacht safe and sound) & United States v. Bethlehem Steel Co., 205 U.S. 105, 121 (1907)(the Court upheld a late  
payment term for the delivery of gun carriages to the American military).  
133 Printing and Numerical Registering Co. v. Sampson, L.R. 19 Eq. 462, 465 (Ch. 1875). See also E. Underwood &  
Son Ltd. v. Barker, [1899] 1 Ch. 300, 305 (C.A.) per Lindley, M.R. (“If there is one thing more than another which is  
essential to the trade and commerce of this country it is the inviolability of contracts deliberately entered into”).  
134 Robophone Facilities, Ltd. v. Blank, [1966] 2 All E.R. 128, 142 (C.A.) per Diplock L.J. (“It is good business sense  
that parties to a contract should know what will be the financial consequences to them of a breach on their part, for  
circumstances may arise when further performance of the contract may involve them in a loss. ... Not only does it  
enable the parties to know in advance what their position will be if a breach occurs and so avoid litigation at all, but, if  
litigation cannot be avoided, it eliminates what may be the very heavy legal costs of proving the loss actually sustained  
which would have to be paid by the unsuccessful party”).  
135 E. Farnsworth, Contracts 811 (4th ed. 2004).  
Page: 57  
over other businesses that are unprepared to agree to such a stipulated-consequence-on-breach  
term.136 In some cases, it will be exceedingly difficult to prove damages. What damages has the  
armed-forces promisee suffered if the ship-builder promisor failed to deliver torpedo boats on  
time?137 Torpedo boats do not generate revenue for their naval owners. The promisor may insist on  
a stipulated-consequence-on-breach term to place a cap on the consequences of  
nonperformance.138 Without this concession the promisor may have declined to do business with  
the promisee. It may have been unwilling to assume an unknown substantial risk. Provisions of  
this nature relieve the commercial actors and the state of the costs associated with litigation  
conducted to measure the common law damages to which the promisee is entitled.139 Corporate  
executives much prefer to devote their energies to activities that will generate future wealth, as  
opposed to reconstructing past events that are critical to the assessment of damages. There are very  
few business leaders who are prepared to litigate only to enforce a principle.  
[197] It goes without saying that a judicial disposition in favor of the enforcement of commercial  
bargains will serve as a significant stimulus to due diligence by the parties they will carefully  
consider the merits and demerits of each and every term.  
[198] Freedom of contract is a fundamental feature in a community whose widespread prosperity  
depends on an efficient and productive market economy.  
136 Graham v. Wagman, 89 D.L.R. 3d 282, 285 (Ont. C.A. 1978)(“And, finally, we think it is entirely possible that  
other considerations may have motivated the defendant in accepting the $5 [ per parking space instead of $25], such as  
the continuation of good business relations with the plaintiff”).  
137 Clydebank Engineering and Shipbuilding Co. v. Castaneda, [1905] A.C. 6, (H.L. 1904) (counsel for the ship  
builder argued that the Spanish navy could not prove any losses attributable to the defendant’s late delivery of the  
torpedo-boat destroyers). See also Brio Electronic Commerce Ltd. v. Tradelink Electronic Commerce Ltd., [2016]  
HKCA 164, ¶17 (“to require such a comparison to be made would remove one of the commercial advantages that a  
liquidated damages clause is recognised as achieving the dispensation with the need to adduce evidence on damages  
and to calculate them, particularly in cases where proof of the amount of damages suffered may be difficult to achieve  
to any degree of precision”).  
138 S. Waddams, The Law of Contracts 319 (7th ed. 2017) (“the power to [agree to a stipulated-consequence-on-breach  
term] ... gives flexibility to the process of negotiation by enabling the promisor to give an assurance of performance,  
while limiting liability for consequential damages and thereby making the cost of breach predictable”); Scottish Law  
Commission, Review of Contract Law: Discussion Paper on Penalty Clauses 6 (No. 162)(November 2016)(“The  
advantage of [stipulated-consequence-on-breach-terms] for the contracting parties are the facilitation of contingency  
planning, the avoidance of disputes and litigation and the consequent reduction of uncertainty about the outcomes of  
breach”) & E. Farnsworth, Contracts 811 (4th ed. 2004) (“For the party in breach, it may have the effect of limiting  
damages to the sum stipulated”).  
139 Mortgage Makers Inc. v. McKeen, 2009 NBCA 61, ¶18; 312 D.L.R. 4th 82, 92; Craig and Son v. M’Beath, 1 M.  
1016, 1019 (Scot. Ct. Sess. 1863) per Inglis, L.J.-Clerk; S. Waddams, The Law of Contracts 319-20 (7th ed. 2017); J.  
McCamus, The Law of Contracts 897 (2005) & E. Farnsworth, Contracts 811 (4th ed. 2004).  
Page: 58  
[199] While freedom of contract is a bedrock community value, it is not the only ideal our society  
cherishes and protects.140  
[200] Some contract terms may promote objectives that are contrary to other important  
community interests of equal or transcendent importance141 and so objectionable that courts will  
refuse to give effect to them. A court of justice must not be the vehicle to promote injustice.142  
[201] The law will not enforce contracts that advance the interests of criminals143 or other  
anti-social actors who blatantly disregard the interests of others with whom they have a contractual  
relationship.144  
140 Shafron v. KRG Insurance Brokers (Western) Inc., 2009 SCC 6, ¶16; [2009] 1 S.C.R. 157, 166 (“Restrictive  
covenants give rise to a tension in the common law between the concept of freedom to contract and public policy  
considerations against restraint of trade”) & Sternaman v. Metropolitan Life Insurance Co., 62 N.E. 763, 764 (N.Y. Ct.  
App. 1902)(“The power to contract is not unlimited. While as a general rule there is the utmost freedom of action in  
this regard, some restrictions are placed upon the right by legislation, by public policy and by the nature of things.  
Parties cannot make a binding contract in violation of law or of public policy”).  
141 Tercon Contractors Ltd. v. British Columbia, 2010 SCC 4, ¶117; [2010] 1 S.C.R. 69, 121 (“freedom of contract  
will often, but not always, trump other societal values. The residual power of a court to decline enforcement exists but,  
in the interest of certainty and stability of contractual relations, it will rarely be exercised”) & Re Millar Estate, [1938]  
S.C.R. 1, 4 per Duff, C.J. (“It is the duty of the courts to give effect to contracts ... according to the settled rules and  
principles of law ...; but there are cases in which rules of law cannot have their normal operation because the law itself  
recognizes some paramount consideration of public policy which over-rides the interest and what otherwise would be  
the rights and powers of the individual”).  
142 J. Côté, An Introduction to the Law of Contract 107 (1971) (“no rational system of law could enforce contracts  
which call for cheating or the commission of crimes or other serious infractions of the rules of that very legal system”)  
& Bank of the United States v. Owens, 27 U.S. 527, 538-39 (1829) (“no court of justice can ... be ... the handmaid of  
iniquity. Courts are instituted to carry into effect the laws of a country, how can they then become auxiliary to the  
consummation of violations of law?”).  
143 Suppose that C promises A and B that he will drive the getaway car in a bank robbery A and B plan to perpetrate on  
a designated date in return for payment of a $25,000 fee. If C subsequently informs A and B a week before the planned  
bank heist that he will not be available to drive the getaway car and A and B have to pay D $30,000 to provide this  
service, a court will not enforce the bargain between A and B and C. A court will not order C to pay A and B $5000 in  
damages. The law recognizes that criminal activity is inimical to the welfare of the community and will do nothing to  
promote it. Printing and Numerical Registering Co. v. Sampson, L.R. 19 Eq. 462, 465 (Ch. 1875)(“there is no doubt  
public policy may say that a contract to commit a crime, or a contract to give a reward to another to commit a crime, is  
necessarily void”); S. Waddams, The Law of Contracts 389 (7th ed. 2017) (“Even though an agreement does not  
actually require... the commission of an illegal act, it may be struck down if it tends to facilitate an illegality”); G.  
Fridman, The Law of Contract in Canada 338 (6th ed. 2011)(“A contract for an illegal purpose, i.e., a purpose  
regarded by the law as improper, though it conforms to all other requirements of a valid transaction, will... be void”) &  
A. Swan & J. Adamski, Canadian Contract Law 985 (3d ed. 2012) (“Canadian courts have an inherent power to  
prevent an abuse of their process and may refuse to give effect to contracts that are illegal”). Enforcement of this  
bank-robbery term would adversely affect the interests of others besides the contracting parties. Tercon Contractors  
Ltd. v. British Columbia, 2010 SCC 4, ¶120; [2010] 1 S.C.R. 69, 122 per Binnie, J. (“Conduct approaching serious  
criminality or egregious fraud are ... examples of well-accepted and ‘substantially incontestable’ considerations of  
public policy that may override the countervailing public policy that favours freedom of contract”). See also Irwin v.  
Page: 59  
[202] Vice-Chancellor Stine of the Delaware Chancery Court refused to enforce a contractual  
term that rewarded fraudsters:145  
The public policy against fraud is a strong and venerable one that is largely founded  
on the societal consensus that lying is wrong. Not only that, it is difficult to identify  
an economically-sound rationale for permitting a seller to deny the remedy of  
rescission to a buyer when the seller is proven to have induced the contract’s  
formation or closing by lying about a contractually-represented fact.  
For these reasons, when a seller intentionally misrepresents a fact embodied in a  
contract that is when a seller lies public policy will not permit a contractual  
provision to limit the remedy of the buyer to a capped damage claim. Rather, the  
buyer is free to press a claim for rescission or for full compensatory damages. By  
this balance, I attempt to give fair and efficient recognition to the competing public  
policies served by contractual freedom and by the law of fraud.  
[203] The Delware Chancery Court understandably concluded that lying is harmful in commerce  
and other spheres and that it ought not to receive judicial approbation.  
[204] Sometimes courts refuse to enforce a term that is inimical to fundamental economic values  
of the community.146  
[205] Most employers will be unable to enforce a noncompetition covenant that is part of an  
employment agreement and is not an integral component of a sale of business agreement.147  
Williar, 110 U.S. 499, 510 (1884)(“In England, it is held that the contracts, although wagers, were not void at common  
law, ... while generally, in this country, all wagering contracts are held to be illegal and void as against public policy”).  
144 Plas-Tex Canada Ltd. v. Dow Chemical of Canada Ltd., 2004 ABCA 309, ¶49; 245 D.L.R. 4th 650, 665 (“Alberta  
Courts have generally held that contracts should be enforced regardless of the stringency of their terms limiting  
liability because parties require certainty that negotiated provisions in a contract will be legally enforceable... .  
However, this principle is subject to an important caveat: the court will intervene when the party desiring to enforce a  
liability limiting clause has engaged in unconscionable conduct”).  
145 ABRY Partners v. F&W Acquisitions LLC, 891 A. 2d 1032, 1035-36 (2006).  
146 E.g., Shafron v. KRG Insurance Brokers (Western) Inc., 2009 SCC 6, ¶16; [2009] 1 S.C.R. 157, 166 (“At common  
law, restraints of trade are contrary to public policy because they interfere with individual liberty of action and because  
the exercise of trade should be encouraged and should be free”); Elsley v. J.G. Collins Insurance Agencies Ltd., [1978]  
2 S.C.R. 916, 923 (“There is an important public interest in discouraging restraints on trade, and maintaining free and  
open competition unencumbered by the fetters of restrictive covenants”) & Nordenfelt v. Maxim Nordenfelt Guns and  
Ammunition Co., [1894] A.C. 535, 592 (H.L.) per Lord Watson (“the general policy of the law is opposed to all  
restraints upon liberty of individual action which are injurious to the interests of the State or community”).  
147 Elsley v. J.G. Collins Insurance Agencies Ltd., [1978] 2 S.C.R. 916, 925 (“In a conventional employer/employee  
situation [the court will enforce a nonsolicitation covenant, but not a noncompetition covenant]”) & T. Lucas & Co. v.  
Page: 60  
[206] These examples148 are exceptions to the general rule that a court will enforce a bargain  
between parties with capacity to contract. The reasons for these three special cases are clear and  
cogent. They constitute compelling reasons for abridging the freedom of contract principle.149  
[207] A compelling case cannot be made for the penalty rule.  
[208] Professor Waddams, one of Canada’s leading academic contract lawyers, favours its  
destruction:150  
[T]here can be no doubt that in relieving against penalty clauses, the courts are  
limiting the freedom of contract.  
It appears that the underlying criterion of enforceability in this area is, and must  
eventually be recognized to be the fairness of the provision sought to be enforced.  
The courts, however, here as elsewhere, retreated from the recognition of so vague  
a test, and have resorted instead to a supposed distinction between penal clauses  
held “in terrorem” over the obligor (which are unenforceable) and “genuine  
pre-estimates” liquidating damages for breach (which are enforceable).  
…It is not suggested that a rule of universal enforceability should be adopted – only  
that, first, a test of unfairness or unconscionability is the only workable and just  
test, and, secondly, that in applying the test, the considerations that weigh in favour  
of enforcement should not be underestimated.  
[209] Party autonomy should not be abridged on account of public policy151 in the absence of a  
compelling reason.152  
Mitchell, [1974] 1 Ch. 129, 135 (C.A.)(the Court declared a noncompetition provision in an employment agreement  
unenforceable because a nonsolicitation agreement would have adequately protected the promisee’s interests).  
148 See generally E. Farnsworth, Contracts 313-343 (4th ed. 2004).  
149 Ringrow Pty. Ltd. v. BP Australia Pty. Ltd., [2005] HCA 71, ¶12; 224 C.L.R. 656, 663 (“Exceptions from ...  
freedom of contract require good reason to attract judicial intervention to set aside the bargains upon which parties of  
full capacity have agreed”).  
150 S. Waddams, The Law of Contracts 313 & 320 (7th ed. 2017).  
151 See Richardson v. Mellish, 130 Eng. Rep. 294, 299 per Best, C.J. (Ex. 1824)(“I am not much disposed to yield to  
arguments of public policy ... the courts of Westminster-hall ... have gone much further than they were warranted in  
going in questions of policy: ... courts of law look only at the particular case and have not the means of bringing before  
them all those considerations which ought to enter into the judgment of those who decide on questions of policy”) &  
303 per Burroughs, J. (“public policy ... is a very unruly horse, and when once you get astride it you never know where  
it will carry you. It may lead you from the sound law”).  
Page: 61  
153  
[210] A compelling reason exists if a court is asked to enforce an oppressive  
stipulated-consequence-on-breach term, the standard Elsley adopted.  
[211] An oppressive term in a commercial contract is one that is so manifestly grossly one-sided  
that its enforcement would bring the administration of justice into disrepute.  
[212] Judges should not use the authority of their office to enforce  
stipulated-consequence-on-breach terms of this nature.  
[213] This is a theme that can be traced to the extrajudicial writings of Justice Story of the United  
States Supreme Court154 and the opinions of the Earl of Halsbury in Clydebank Engineering and  
Shipbuilding Co. v. Castandea155 and the Privy Council in Webster v. Bosanquet.156  
[214] This is a very onerous test, as it should be.157 It will seldom be met.  
[215] Parties to commercial contracts have the means to look after their own interests. The public  
knows this and there is no danger that their confidence in the ability of the courts to administer  
justice will be eroded if courts decline to enforce contract terms only if they are oppressive.  
4.  
This Disposition Continues the Trend Established in the Previous  
Centuries  
a.  
Canadian Jurisprudence  
[216] The Supreme Court of Canada decided Canadian General Electric Co. v. Canadian  
Rubber Co. of Montreal158 on December 29, 1915, roughly eighteen months after the House of  
152  
Hunter Engineering Co. v. Syncrude Canada Ltd., [1989] 1 S.C.R. 426, 462 (“Only where the  
[limitation-of-liability term in the] contract is unconscionable, as might arise from situations of unequal bargaining  
power between the parties, should the courts interfere with agreements the parties have freely concluded.”).  
153  
According to Webster’s Third New International Dictionary of the English Language Unabridged (2002),  
“oppressive” may mean “unjustly severe, rigorous or harsh: constituting oppression: < ~ legislation> < ~ taxes> <~  
exactions>”.  
154 2 J. Story, Commentaries on Equity Jurisprudence as Administered in England and America 743 (4th ed. 1846).  
155 [1905] A.C. 6, 10 (H.L. 1904).  
156 [1912] A.C. 394, 398 (P.C.) (Ceylon).  
157 See Bildfell, “Exculpatory Clauses and Liquidated Damages Clauses: Two Sides of the Same Coin”. 78 Sask. L.  
Rev. 347, 354 (2015)(“courts are highly reluctant – and rightly so, in my opinion to interfere with freedom of  
contract in cases involving exclusions”).  
158 52 S.C.R. 349.  
Page: 62  
Lords released its well-known Dunlop Pneumatic Tyre Co. v. New Garage and Motor Co.159  
judgment.  
[217] At issue in the Canadian case was the enforceability of a stipulated-consequence-on-breach  
term that reduced the $33,000 purchase price of electrical equipment that Canadian General  
Electric had agreed to manufacture for the Canadian Rubber Company.  
[218] Canadian General Electric commenced an action seeking judgment for the sum Canadian  
Rubber withheld under the stipulated-consequence-on-breach term.  
160  
[219] Both the trial and the appeal courts upheld the defendant’s position.  
The  
stipulated-consequence-on-breach term was enforceable.  
[220] So did the Supreme Court. Any other result would have been indefensible. On what basis  
could a court have declared of no force an essential term in a commercial agreement between two  
very substantial corporations with access to first-class legal talent?  
[221] Chief Justice Fitzpatrick, after noting that the “contract ... relates to a purely business  
transaction”161 and quoting Sir George Jessel’s famous admonition to judges about meddling in  
business contracts, 162 said this:163  
In the contract in the present case there is a clear agreement for the deduction from  
the contract price for delay in delivery; there is no objection to such an agreement  
being entered into and no reason why effect should not be given to the agreement  
by the courts. …  
… [T]he amount fixed is not alleged to have been an extravagant one; and the  
provision was in every respect a reasonable and proper one which both parties may  
perfectly well be supposed to have intended.  
[222] Justice Davies thought it important to note that the stipulated-consequence-on-breach term  
was not “unconscionable”.164 So did Justice Anglin. “[I]t cannot be said that the sum agreed upon  
is extravagant or unconscionable”.165  
159 [1915] A.C. 79 (H.L. 1914).  
160 52 S.C.R. 349, 354.  
161 Id. 351.  
162 Id. 353.  
163 Id. (emphasis added).  
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[223] Other Canadian courts have followed the Dunlop Pneumatic Tyre philosophy and accorded  
commercial contracting parties great latitude in ordering their own affairs.166 They undoubtedly  
appreciated that there is no sound reason to characterize stipulated-consequence-on-breach terms  
as unenforceable penalties when the businesses that must live with the contracts regarded the terms  
as a central part of the transactions.  
b.  
United Kingdom Jurisprudence  
[224] Before reviewing the United Kingdom’s post-1800 contribution to the law on this topic, it  
is helpful to record the significant events that preceded it.  
i.  
The Ancient Equitable Origins of the Penalty Rule167  
[225] By no later than the fourteenth century there existed a well-established commercial  
practice designed to avoid the canonical prohibition against usury168 and at the same time provide  
the lender with a satisfactory form of security. This was the defeasible penal bond.169  
[226] A penal bond had two principal characteristics.170 The first obliged the borrower to pay the  
lender an amount larger than the amount that the lender advanced to the borrower and the borrower  
promised to repay in accordance with an agreed upon time schedule the primary obligation. The  
second benchmark relieved the borrower of the obligation to pay this larger amount if the borrower  
164 Id. 356.  
165 Id. 371.  
166 E.g., Reimer v. Rosen, 45 D.L.R. 1 (Man. C.A. 1919) & Infinite Maintenance Systems Ltd. v. ORC Management  
Ltd., 139 O.A.C. 331 (C.A. 2001).  
167 See T. Sedgwick, A Treatise on the Measure of Damages, or, an Inquiry into the Principles Which Govern the  
Amount of Pecuniary Compensation Awarded by Courts of Justice 412-16 (3d rev. ed. 1858); Loyd, “Penalties and  
Forfeitures”, 29 Harv. L. Rev. 117 (1915); Simpson, “The Penal Bond with Conditional Defeasance”, 82 Law Q. Rev.  
392 (1966); 5 W. Holdsworth, A History of English Law 330-32 (3d. ed. 1945) & Scott & Triantis, “Embedded  
Options and the Case Against Compensation in Contract Law”, 104 Colum. L. Rev. 1428, 1440-42 (2004).  
168 The common law prohibited usury. An Acte Against Usurye, 37 Hen. 8, c. 9, s. 3 (1545) made it lawful.  
169 See also Biancalana, “Contractual Penalties in the King’s Court 1260-1360”, 64 Cambridge L.J. 212, 215 (2005)  
(“By 1348 the penal bond with conditional defeasance endorsed on the back of the bond had been invented”) & Loyd,  
“Penalties and Forfeitures”, 29 Harv. L. Rev. 117, 122 (1915)(“the scrivener [avoided the word ‘penalty’]; the  
obligation will be for ‘lawful money’ and the conditions for the payment of a ‘just sum’ or ‘full sum’ ...; although court  
and counsel, long assured of the validity of the transaction, have not hesitated to call the instrument by its true name –  
a penal obligation”).  
170  
Loyd, “Penalties and Forfeitures”, 29 Harv. L. Rev. 117, 121 (1915) & Simpson, “The Penal Bond with  
Conditional Defeasance”, 82 Law Q. Rev. 392, 395 (1966) (“Suppose Hugo proposes to lend Robert £100. Robert will  
execute a bond in favour of Hugo for a larger sum, normally twice the sum lent, thus binding himself to pay Hugo £200  
on a fixed day; the bond will be made subject to a condition of defeasance, which provides that if he pays £100 before  
the day the bond is to be void”).  
Page: 64  
honoured his primary obligation and paid the lender the smaller amount in accordance with a  
separate promise to pay.  
[227] The following passage provides an historical account of the larger forces at play when  
penal bonds were introduced into England: 171  
So, when Britannia had grown sufficiently cosmopolitan to become a borrower, it  
was the mediaeval Italian banker who seems to have brought into common use in  
England the penal bond … .  
The rapid spread of this form of obligation is explained by the fact that it was well  
adopted to evade the canonical prohibition of interest on loans, regarded as usury  
and therefore unlawful for a Christian, and that by the time interest was made  
lawful it had become firmly established as a common form of conveyancing.  
With medieval subtlety the careful conveyancer endeavors to avoid the perils of the  
defense of usury by unscrupulous debtors. A contingency is essential; the single bill  
under seal is… the most efficacious instrument of the day; so let the obligation be  
drawn for a round sum say twice the amount of the loan with a clause of  
defeasance… declaring the obligation void on payment of the loan on a particular  
day; then the condition or defeasance will be collateral to the bond… [C]ourt and  
counsel, long assured of the validity of the transaction, have not hesitated to call the  
instrument by its true name a penal obligation.  
[228] For centuries, courts ordered borrowers who failed to strictly comply with the defeasible  
term to pay the larger sum set out in the penal bond.172 This outcome was consistent with other  
ancient legal practices. During this period courts “did not look with disfavour on the strict  
enforcement of forfeitures and interests in land for condition broken”.173  
171 Loyd, “Penalties and Forfeitures”, 29 Harv. L. Rev. 117, 119 & 121-22 (1915).  
172 Id. 122 (“Contract and property law were swept along together, bound by ever tightening chains of precedent, in the  
development of doctrines, harsh and narrow perhaps, but capable of being understood and applied, a point not  
altogether to be despised in times of disorder and low credit. If the law bore heavily upon the individual, at least there  
was a known law, the certainty of which had become the ‘safety of all’”) & Simpson, “The Penal Bond with  
Conditional Defeasance”, 82 Law Q. Rev. 392, 411 (1966) (“The law governing bonds is tough law, inspired by the  
general philosophy that it is not the business of the courts to remake private contracts; having made their bed the  
contracting parties must lie in it”).  
173 Loyd, “Penalties and Forfeitures”, 29 Harv. L. Rev. 117, 122 (1915).  
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[229] Over time equity smoothed these sharp common law edges.174 Chancery gave attention to  
other interests besides the importance of contract enforcement. Equity was not insensitive to the  
plight of the defaulters and the disparity between the nature of the breach and the severity of the  
consequences attached to the breach for the defaulter.  
[230] After 1660 equity introduced new regimes to soften the lot of defaulting mortgagors and  
penal bond obligors.175 Equity invented a mortgagor’s right of redemption and a defence for a  
penal bond obligor payment of the amount due had the defeasance term been activated, along  
with interest and costs.176 Chancery judges decided that these new solutions were fairer to the  
defaulting mortgagor177 and penal bond obligor.178 The interests of the mortgagee and obligee were  
not ignored. The new protocol ensured that the mortgagee and obligee were made whole.  
Equitable doctrines required the mortgagor and obligor to pay mortgagee and obligees the sum that  
they would have received had the primary obligations been honored and to cover mortgagee’s and  
obligee’s legal costs.  
174 T. Sedgwick, A Treatise on the Measure of Damages, or, an Inquiry into the Principles Which Govern the Amount  
of Pecuniary Compensation Awarded by Courts of Justice 413 (3d rev. ed. 1858)(“this severe rule of the common law  
was only mitigated by the practice of the courts of chancery, which interposed, and would not allow a man to take  
more than in conscience he ought”). See generally C. Rossiter, Penalties and Forfeitures: Judicial Review of  
Contractual Penalties and Relief Against Forfeiture of Property Interests (1992) & E. Farnsworth, Contracts 812 (4th  
ed. 2004).  
175 Wyllie v. Wilkes, 99 Eng. Rep. 331, 333 (K.B. 1780) (“Sir Thomas More ... in the reign of Henry VIII ... summoned  
[the common law judges] to a conference concerning the granting of relief at law, after the forfeiture of bonds upon  
payment of principal, interest and costs; and when they said they could not relieve against the penalty, he swore... he  
would grant an injunction”) & Friend v. Burgh, 23 Eng. Rep. 238 (Ch. 1679)(the Court ordered the obligee under a  
penal bond to refund to the obligor an amount equal to the difference between the penalty less the principal, interest  
and costs). See Loyd, “Penalties and Forfeitures”, 29 Harv. L. Rev. 117, 125 (1915)(“Certainly by the time of the  
Restoration it could be said: ‘it is a common case to give relief against the penalty of such bonds to perform covenants  
... and to send it to a trial at law to ascertain the damages in a quantum damnificatus”) & Simpson, “The Penal Bond  
with Conditional Defeasance”, 82 Law Q. Rev. 392, 417 (1966) (“After the Restoration it rapidly became established  
that the Chancery would grant relief against penalties due on money bonds on the payment of principal, interest and  
costs, and against penalties due for failure to perform covenants on payment of costs and damages”).  
176 Cavendish Square Holding BV v. Talal EI Makdessi, [2015] UKSC 67, ¶4; [2016] A.C. 1172, 1192.  
177 6 W. Holdsworth, A History of English Law 663-65 (2d ed. 1937)(“The result had been to make the mortgagor’s  
equity to redeem a right of property. He had an equitable estate in the land; and subject to the legal rights of the  
mortgagee, was, in equity, regarded as its owner. It was during [the seventeenth century] that the consequences of this  
new right of the mortgagor began to be worked out”).  
178 5 W. Holdsworth, A History of English Law 330-31 (3d. ed. 1945) (“the type of mortgage [that became prevalent in  
the latter half of the fifteenth century] gave the mortgagee the fee simple ... with a proviso that, if the debt was paid by  
a fixed-date, the land should be reconveyed. The strictness with which this proviso was construed made a recourse to  
equity very necessary”).  
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[231] Two enactments codified the new penalty bond protocol.179 As a result, common law courts  
alone heard penal bond cases; an obligor did not have to invoke the jurisdiction of Chancery to  
relieve against the harshness of the common law.180 Chancery no longer had a platform from which  
it could influence the traits of the penalty law.  
[232] The common law reshaped the law dealing with penalties when resolving the  
enforceability of a stipulated-consequence-on-breach term.181 Lord Neuberger and Lord Sumption,  
in Cavendish Square Holding BV v. EI Makdessi,182 describe its contribution:  
With the gradual decline of the use of penal defeasible bonds, the common law on  
penalties was developed almost entirely in the context of damages clauses ie  
clauses which provided for payment of a specified sum in place of common law  
damages. … If the agreed sum was a penalty, it was treated as unenforceable.  
Starting with the decisions in Astley v Weldonin 1801 and Kemble v Farren, …  
[in 1829], the common law courts introduced the now familiar distinction between  
a provision for the payment of a sum representing a genuine pre-estimate of  
damages and a penalty clause in which the sum was out of all proportion to any  
damages liable to be suffered. …  
The distinction between a clause providing for a genuine pre-estimate of damages  
and a penalty clause has remained fundamental to the modern law, as it is currently  
understood. The question whether a damages clause is a penalty falls to be decided  
as a matter of construction, therefore as at the time that it is agreed. … It is a species  
of agreement which the common law considers to be by its nature contrary to the  
policy of the law.  
179 An Act for the better preventing frivolous and vexatious Suit, 8 & 9 Will. 3, c. 11, s. 8 (1696) & An Act for the  
Amendment of the Law and better Advancement of Justice, 4 & 5 Anne, c. 16, ss. 12 & 13 (1705). See T. Sedgwick, A  
Treatise on the Measure of Damages, or, an Inquiry into the Principles Which Govern the Amount of Pecuniary  
Compensation Awarded by Courts of Justice 414 (3d rev. ed. 1858)(“this discretionary power was confirmed by  
statutory regulation, which provided that in actions on bonds with penalties, the defendant might bring in the principal  
debt, interest and costs, and be discharged”).  
180 Smith v. Bond, 131 Eng. Rep. 853, 855 (Common Pleas 1833) (“The great object of the statute was to take away the  
necessity of applying for relief to a court of equity”).  
181 See Law v. Local Board, [1892] 1 Q.B. 127, 134 per Kay, L.J. (C.A. 1891)(“it became a settled rule in equity that,  
where a sum was agreed to be paid in respect of the performance or non-performance of a collateral matter, the actual  
damage for which could be estimated, the penalty would be cut down, and only the actual damages sustained would be  
allowed. It was for that very reason that the words “as and for liquidated damages” and similar words, came to be  
inserted in contracts. The contracting parties meant by the use of them to exclude this rule of equity ... . It was to avoid  
the interference of Courts of Equity that such words were introduced. But then the Courts of Law interfered, and, as it  
seems to me, went further than Courts of Equity had done originally”).  
182 [2015] UKSC 67, ¶¶8 & 9; [2016] A.C. 1172, 1194 (emphasis added).  
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[233] The common law deprived the parties of the freedom to construct remedial provisions that  
served their needs.  
[234] Not all the judges agreed that the diminution of the scope of freedom of contract was a  
positive development.  
[235] As noted above, Lord Eldon, Lord Parmoor, Lord Neuberger, Lord Sumption, Lord  
Carnwath and Sir George Jessel recorded their opposition to the penalty rule.  
ii.  
English Common Law Judges Refined the Penalty Rule  
[236] In a 1907 judgment Justice Peckham of the United States Supreme Court offered this  
historical perspective:183  
The Courts at one time seemed to be quite strong in their views and would scarcely  
admit that there ever was a valid contract providing for liquidated damages. Their  
tendency was to construe the language as a penalty, so that nothing but the actual  
damages sustained by the party aggrieved could be recovered. Subsequently the  
courts became more tolerant of such provisions, and have now become strongly  
inclined to allow parties to make their own contracts, and to carry out their  
intentions, even when it would result in the recovery of an amount stated as  
liquidated damages, upon proof of the violation of the contract, and without proof  
of the damages actually sustained.  
[237] I agree.  
iii.  
The Penalty Rule in the Twenty-First Century  
[238] In Cavendish Square Holding BV v. El Makdessi,184 a 2015 judgment, the United Kingdom  
Supreme Court revisited the merits of the penalty rule. It rejected the appellant’s argument to  
abandon the penalty rule completely, or at least in commercial cases. 185 But Lord Neuberger, Lord  
Sumption and Lord Carnwath acknowledged that a modern court would not assess the  
183 United States v. Bethlehem Steel Co., 205 U.S. 105, 119 (1907). See T. Sedgwick, A Treatise on the Measure of  
Damages, or, an Inquiry into the Principles Which Govern the Amount of Pecuniary Compensation Awarded by  
Courts of Justice 419 (1858)(“the courts, especially in this country, have generally shown a marked desire to lean  
towards that construction which excludes the idea of liquidated damages, and permits the party to recover only the  
damages which he has actually sustained”).  
184 [2015] UKSC 67; [2016] A.C. 1172.  
185 Id. at ¶162 (Lord Neuberger, Lord Sumption & Lord Carnwath), ¶168 (Lord Mance & Lord Toulson) & ¶261 (Lord  
Hodge); [2016] A.C. at 1251, 1253 & 1279.  
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enforceability of a stipulated-consequence-on-breach term using the same standard that courts  
constructed “three centuries ago”.186  
[239] I will review three of the five speeches delivered by the Supreme Court justices. Lord  
Neuberger and Lord Sumption gave an extensive joint opinion with which Lord Carnwath agreed.  
Lord Mance and Lord Hodge each wrote thorough separate judgments. Lord Clark and Lord  
Toulson gave short speeches adopting portions of their colleagues’ views.  
[240] Lord Neuberger and Lord Sumption were troubled by the assumption underlying the  
classic penalty rule that the concept of penalty and preestimate of damages were mutually  
exclusive concepts and that characterizing a term as a deterrent provided assistance in assessing  
the enforceability of a stipulated-consequence-on-breach term.187 They were satisfied that these  
were not helpful analytical tools; that they provided useless information.188 They concluded that  
the key query was this:189 “[w]hether the means by which the contracting party’s conduct is to be  
influenced are ‘unconscionable’ or (which will usually amount to the same thing) ‘extravagant’ by  
reference to some norm”.  
[241] And what are the benchmarks of these characteristics? Lord Neuberger and Lord Sumption  
provide this answer:190 “The true test is whether the impugned provision ... imposes a detriment on  
the contract-breaker out of all proportion to any legitimate interest of the innocent party in the  
enforcement of the primary obligation”.  
[242] Lord Mance understood the penalty rule to make unenforceable terms that “attach  
exorbitant or unconscionable consequences following from breach”.191  
[243] Lord Hodge held that a stipulated-consequence-on-breach term is unenforceable if the  
consequence of a breach of contract is exorbitant or unconscionable when regard is  
had to the innocent party’s interest in the performance of the contract. Where the  
test is to be applied to a clause fixing the level of damages to be paid on breach, an  
extravagant disproportion between the stipulated sum and the highest level of  
damages that could possibly arise from the breach would amount to a penalty, and  
thus be unenforceable. In other circumstances the contractual provision that applies  
on breach is measured against the interest of the innocent party which is protected  
186 Id. at ¶36; [2016] A.C. at 1206.  
187 [2015] UKSC 67, ¶31; [2016] A.C. 1172, 1204.  
188 Id.  
189 Id.  
190 Id. at ¶32; [2016] A.C. at 1204.  
191 Id. at ¶¶162, 181 & 185; [2016] A.C. at 1251, 1257 & 1258.  
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by the contract and the court asks whether the remedy is exorbitant or  
unconscionable.192  
[244] It is fair to say that the Supreme Court all but abandoned the penalty rule. The only  
similarity between the modern penalty rule and the classic penalty rule is its name. Lord Hodge’s  
speech amply illustrates this claim:193 “[T]he rule against penalties [does not prevent] parties from  
reaching sensible arrangements to fix the consequences of a breach of contract and thus avoid  
expensive disputes. The criterion of exorbitance or unconscionableness should prevent the  
enforcement of only egregious contractual provisions”.  
iv.  
The Penalty Rule in the Twentieth Century  
[245] The House of Lords and the Privy Council issued four important commercial judgments on  
the enforceability of stipulated-consequence-on-breach terms in the twentieth century that merit  
careful consideration.  
[246] The House of Lords released Dunlop Pneumatic Tyre Co. v. New Garage and Motor Co.194  
and Clydebank Engineering and Shipbuilding Co. v. Castaneda195 within ten years of each other  
early in the twentieth century. The Privy Council issued Webster v. Bosanquet196 in 1912 and  
Philips Hong Kong Ltd. v. Hong Kong197 in 1993.  
[247] These four appeals upheld the enforceability of stipulated-consequence-on-breach terms.  
The law lords, in effect, declared the primacy of freedom of contract principles in commercial  
contracts between parties that had the resources to retain legal counsel.  
Dunlop Pneumatic Tyre Co. v. New Garage and Motor Co.  
[248] A 1914 judgment of the House of Lords, Dunlop Pneumatic Tyre Co. v. New Garage and  
Motor Co.198, is one of the best-known Commonwealth penalty cases199. It has been cited with  
approval in Canada,200 Australia,201 New Zealand202 and Hong Kong.203  
192 Id. at ¶255; [2016] A.C. at 1278.  
193 Id. at ¶266; [2016] A.C. at 1280.  
194 [1915] A.C. 79 (H.L. 1914). English courts continued to rely on Dunlop Pneumatic Tyre in the twenty-first century.  
E.g., Murray v. Leisureplay Plc, [2005] EWCA Civ 963, ¶34 per Arden, L.J. (“The classic statement of the law on  
penalties [is] by Lord Dunedin in the Dunlop case”) & ¶44 (“The judgments in the Cine case show the continued  
usefulness of the authoritative guidance given by Lord Dunedin in ... Dunlop”).  
195 [1905] A.C. 6 (H.L. 1904).  
196 [1912] A.C. 394 (P.C.)(Ceylon).  
197 [1993] UKPC 3a; [1993] 1 H.K.L.R. 269.  
198 [1915] A.C. 79 (H.L. 1914).  
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[249] Dunlop manufactured tires and related products. It distributed them through a network of  
retailers who agreed not to sell Dunlop products to the public at a price below that set out in a  
schedule.204 Retailers who breached the price-maintenance agreement “agree[d] to pay ... Dunlop  
... the sum of 5£ for each and every tyre, cover or tube sold or offered [for sale] in breach of this  
agreement, as and by way of liquidated damages and not as a penalty ... .”205  
[250] New Garage and Motor Co., the retailer, breached the price-maintenance provision.206  
Dunlop secured an injunction. The Master ordered the defendant to pay 250£ as damages, applying  
the stipulated-payment-on-breach term.207 The Court of Appeal reversed. It held that the term was  
a penalty208 and allowed only nominal damages.  
[251] The House of Lords disagreed with the Court of Appeal.  
199 Mortgage Makers, Inc. v. McKeen, 2009 NBCA 61, ¶18; 312 D.L.R. 4th 82, 92 (“Inevitably, everyone turns to the  
reasons of Lord Dunedin in Dunlop Pneumatic Tyre Ltd. v. New Garage and Motor Co.”); Prince Albert Credit Union  
Ltd. v. Johnson, 131 D.L.R. 3d 710, 713 (Sask. Q.B. 1982)(“the judgment in Dunlop Pneumatic Tyre Co. v. New  
Garage and Motor Car Co. Ltd. ... still stands as the definitive statement of the law”); Jeancharm Ltd. v Barnet  
Football Club, 2003 EWCA Civ. 58, ¶9 per Jacob, J. (“The classic statement of the law is to be found in the speech of  
Lord Dunedin in Dunlop v. New Garage”); S. Waddams, The Law of Contracts 314 (7th ed. 2017)(“[Dunlop Tyre is ]  
generally cited as the leading case”); A. Swan & J. Adamski, Canadian Contract Law 949 (3d ed. 2012)(“The  
principles of the common law developed for dealing with penalties are generally based on the judgment of the House  
of Lords in Dunlop Tyre Co. v. New Garage and Motor Co. Ltd.”); Bildfell, “Exculpatory Clauses and Liquidated  
Damages Clauses: Two Sides of the Same Coin”, 78 Sask. L. Rev. 347, 355 (2015) (“Dunlop Pneumatic Tyre ... is a  
leading authority on the penalty doctrine”) & Veel, “Penalty Clauses in Canadian Contract Law”, 66 U. Toronto L.  
Rev. 229, 233 (2008)(“Dunlop Pneumatic Tyre ... represents the traditional starting point for Canadian courts’  
analyses of penalty clauses”).  
200 E.g., Waugh v. Pioneer Logging Co., [1949] S.C.R. 299; Canadian General Electric Co. v. Canadian Rubber Co.  
of Montreal, 52 S.C.R. 349, 352 (1915); Newman, Hill, Duncan & Lacoursiere v. Murray, [1987] B.C.J. No. 2326  
(C.A.); Shatilla v. Feinstein, [1923] 3 D.L.R. 1035 (Sask. C.A.); Reimer v. Rosen, [1919] 1 W.W.R. 429 (Man. C.A.);  
Canadian Acceptance Corp. v. Regent Park Butcher Shop Ltd., 3 D.L.R. 3d 304, (Man. C.A. 1969) & Infinite  
Maintenance Systems Ltd. v. ORC Management Ltd., 139 O.A.C. 331 (C.A. 2001).  
201 E.g., Paciocco v. Australia and New Zealand Banking Group Ltd., [2016] HCA 28; 258 C.L.R. 525; Ringrow Pty.  
Ltd. v. BP Australia Pty. Ltd., [2005] HCA 71, ¶ 12; 224 C.L.R. 656, 663.  
202 E.g., T.K. (Hong Kong) Ltd. v. Diamond Milk Formulas Ltd., [2016] NZHC 2642, ¶47.  
203 E.g., Polyset Ltd. v. Panhandat Ltd., [2002] HKCFA 15, ¶73; Evergreen (FIC) Ltd. v. Golden Cup Industries Ltd.,  
2016 WL 1664247, ¶30 (H.K.C.F.I.); First Commercial Bank v. “Liberty Container”, [2004] HKCFI 1013, ¶7 &  
Patrick Ho & Assoc. v. Fook Kong Trading Co., [1988] HKCFI 77, ¶29 (High Ct.).  
204 [1915] A.C. 79, 80 (H.L. 1914).  
205 Id. 81.  
206 Id.  
207 Id. 82.  
208 Id.  
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[252] Four law lords heard the appeal and delivered speeches that were sufficiently varied that it  
is difficult to identify much common ground.  
[253] Lord Dunedin made several points. In assessing the significance of these, one must note  
that none of his three colleagues stated that they agreed with him.209  
[254] First, “[t]he Court must find out whether the payment stipulated is in truth a penalty or  
liquidated damages”.210 This required an adjudicator to search for the most important or leading  
feature or aspect of the term. 211 If the leading feature of a term is its penalty aspect, the term is  
unenforceable. If it is in truth a liquidated damages term, it is enforceable.  
[255] Second, “[t]he essence of a penalty is a payment of money stipulated as in terrorem of the  
offending party; the essence of liquidated damages is a genuine covenanted pre-estimate of  
damage”.212 The utility of the in terroremconcept213 is hard to understand. In any event, it is not  
obvious to me why the law should disapprove of a term that serves to deter a party from breaching  
a contractual promise.214  
[256] Third, in order to characterize the stipulated-consequence-on-breach term a court must  
study “the terms and inherent circumstances of each particular contract, judged of as at the time of  
the making of the contract, not as at the time of the breach”.215  
209 Cavendish Square Holding BV v. El Makdessi, [2015] UKSC 67, ¶22; [2016] A.C. 1172, 1199 per Lords Neuberger  
and Sumption (“none of the other three Law Lords expressly agreed with Lord Dunedin’s reasoning”).  
210 [1915] A.C. 79, 86 (H.L. 1914). See 5 S. Williston, A Treatise on the Law of Contracts 668 (3d ed. W. Jaeger  
1961)(“Liquidated damage ... is a sum fixed as an estimate made by the parties at the time when the contract is entered  
into, of the extent of the injury which a breach of the contract will cause”).  
211 See Lordsvale Finance Plc v. Bank of Zambia, [1996] Q.B. 752, 762 (“whether a provision is to be treated as a  
penalty is a matter of construction to be resolved by asking whether at the time the contract was entered into the  
predominant contractual function of the provision was to deter a party from breaking the contract or to compensate the  
innocent party for breach”).  
212 [1915] A.C. 79, 86 (H.L. 1914).  
213 Websters Third New International Dictionary of the English Language Unabridged 1182 (2002)(“by way of threat  
or intimidation < if, after becoming aware of the other party’s offence, the injured party could hold it in terrorem over  
his or her head >”) & Black’s Law Dictionary (10th ed. 2014 B. Garner ed. in chief) [“Latin ‘in order to frighten’]  
(17c) (By way of threat; as a warning <the demand letter was sent in terrorem; the client has no intention of actually  
suing>”). See Campbell Discount Co. v. Bridge, [1962] A.C. 600, 622 (H.L.)(“I do not find that that description adds  
anything of substance to the idea conveyed by the word ‘penalty’ itself, and it obscures the fact that penalties may  
quite readily be undertaken by parties who are not in the least terrorised by the prospect of having to pay them”).  
214 Mortgage Makers Inc. v. McKeen, 2009 NBCA 61, ¶39; 312 D.L.R. 4th 82, 100 (“there is nothing inherently wrong  
in the parties agreeing to a penalty clause inserted for in terrorem purposes”).  
215 [1915] A.C. 79, 87 (H.L. 1914).  
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[257] Fourth, there are three criteria that are either conclusive or presumptive indicia of a  
penalty. A stipulated-consequence-on-breach term must be adjudged to be a penalty “if the sum  
stipulated for is extravagant and unconscionable in amount in comparison with the greatest loss  
that could conceivably be proved to have followed from the breach”.216 The same result follows if  
the stipulated sum payable is triggered only by a failure to pay a sum of money and the stipulated  
sum is “greater than the sum which ought to have been paid”.217 A term that obliges a promisor to  
pay the same sum regardless of whether the contract breach imposes “serious [or] trifling  
damage”218 is presumed to be a penalty. Lord Dunedin also believed that a term may be classified  
as liquidated damages if “the consequences of the breach are such as to make precise  
pre-estimation almost an impossibility”.219  
[258] This last observation accounts for Lord Dunedin’s conclusion that the contested term was a  
pre-estimate of liquidated damage:220  
[T]he damage apprehended by … [Dunlop] owing to the breaking of the agreement  
was an indirect and not a direct damage. So long as [Dunlop] … got their price from  
the respondents for each article sold, it could not matter to them directly what the  
respondents did with it. Indirectly, it did. … But though damage as a whole from …  
[underselling] would be certain, yet damage from any one sale would be impossible  
to forecast. It is just, therefore, one of those cases where it seems quite reasonable  
for parties to contract that they should estimate that damage at a certain figure, and  
provided that figure is not extravagant there would seem no reason to suspect that it  
is not truly a bargain to assess damages, but rather a penalty to be held in terrorem.  
[259] Dunlop’s evidence proved that cost-cutting by some retailers in its retail distribution  
network may cause loyal retailers who honored their price-maintenance commitments to Dunlop  
and sold at the stipulated prices to cease to do business with Dunlop and start to sell competitor’s  
216 Id. This concept is frequently mentioned. E.g., Lord Elphinstone v. Monkland Iron and Coal Co., 11 A.C. 332, 345  
(H.L. 1886)(“There is nothing whatever to shew that the compensation is exorbitant or extravagant”); Forrest & Barr  
v. Henderson, Colbourne & Co., 8 M. 187, 193 (Scot. Ct. Sess. 1869)(“equity will interfere to prevent the claim being  
maintained to an exorbitant or unconscionable amount”); Charterhouse Leasing Corp. v. Sanmac Holdings Ltd., 57  
W.W.R. 615, 621 (Alta. Sup. Ct. 1966)(the Court concluded that an accelerated lease obligation was extravagant and  
unconscionable) & Cracknell v. Jeffrey, 2001 ABPC 11, ¶16; 284 A.R. 372, 376 (“Payment of $5.00 per day [as a late  
payment fee] which results in a return over the course of 30 days of 46% on $325.00 in arrears ... is extravagant and  
unconscionable in comparison with the greatest loss that could possibly flow from the tenant’s breach”).  
217 [1915] A.C. 79, 87 (H.L. 1914).  
218 Id.  
219 Id. 87-88. The complete sentence reads as follows: “It is no obstacle to the sum stipulated being a genuine  
pre-estimate of damages, that the consequences of the breach are such as to make a precise pre-estimation almost an  
impossibility”. How can a term be a pre-estimate of damages if it is impossible to pre-estimate damages?  
220 Id. 88.  
Page: 73  
products.221 This contraction of the number of retail outlets selling Dunlop products would be  
inimical to the welfare of Dunlop’s business.222  
[260] Lord Atkinson held that the price-maintenance agreement was an enforceable pre-estimate  
of liquidated damages.223 He did so for two principal reasons. First, Dunlop insisted that retailers  
adhere to a maintenance-price term to protect the integrity of Dunlop’s distribution network. It  
made good business sense to adopt this strategy. Lord Atkinson concluded that Dunlop’s “interest  
was … [commensurate] with the sum agreed to be paid”.224 This certainly provides a commercial  
explanation for Dunlop’s bargaining position. Second, the stipulated-consequence-on-breach term  
was not “unreasonable, unconscionable, or extravagant”.225 This last criterion gives Lord Dunedin  
and Lord Atkinson some common ground.  
[261] Lord Parker was convinced that any breach of the price-maintenance agreement harmed  
Dunlop’s product-distribution system.226 He saw “nothing to justify the Court in refusing to give  
effect to this bargain”. 227 There was a sound business reason to justify the impugned term.  
[262] Lord Parmoor, unlike his colleagues, started from this perspective:228 “[W]hen competent  
parties by free contract are purporting to agree a sum as liquidated damages there is no reason for  
refusing a wide limit of discretion”. A contraction of the freedom of contract principle is only  
justified if there is “an extravagant disproportion between the agreed sum and the amount of any  
damage capable of pre-estimate”.229 The disproportionality would have to be of such a magnitude  
as to be unconscionable, extortionate or extravagant. 230 Such disproportionality was not in  
evidence here.231  
221 Id. 91.  
222 Id.  
223 Id. 96.  
224 Id. 92.  
225 Id. 97.  
226 Id. 99.  
227 Id.  
228 Id. 101.  
229 Id.  
230 Id.  
231 Id. 105.  
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[263] These speeches, with the exception of Lord Parker’s, all emphasized the importance of the  
fact that the stipulated-consequence-on-breach term was not unconscionable, extravagant or  
extortionate.232  
[264] Dunlop Pneumatic Tyre Co. reveals the law lords’ sound understanding of Dunlop’s  
business and the commercial realities that accounted for the price-maintenance agreement. The  
case’s modern appeal is the ultimate disposition – enforce a commercial bargain that imposes a  
burden on a promisee if it is not unconscionable, extravagant or extortionate. The unspoken  
message is that freedom of contract must be respected in commercial transactions barring  
extraordinary circumstances.  
Clydebank Engineering and Shipbuilding Co. v.  
Castaneda  
[265] In Clydebank Engineering and Shipbuilding Co. v. Castaneda233, a 1904 judgment, the  
House of Lords upheld a decision of Scotland’s Second Division of the Court of Sessions ordering  
the shipbuilder to pay the Spanish government £500 per week for each torpedo-boat destroyer not  
delivered on time.  
[266] The Earl of Halsbury, L.C. disposed of the appeal on a very narrow ground. He asked  
whether the stipulated-consequence-on-breach term was “unconscionable and extravagant” so that  
no court should enforce it.234 The example he gave to illustrate this proposition reveals how  
unconscionability would be an extraordinary assessment:235 “[I]f you agreed to build a house in a  
year, and agreed that if you did not build the house for 50£, you were to pay a million of money as  
a penalty, the extravagance of that would be at once apparent”. I agree with the observation of  
Justice Kiefel of the High Court of Australia that this standard constitutes a “high hurdle”.236 No  
competent commercial contracting party would make a promise of this nature.  
[267] The other law lords Lord Davey237 and Lord Robertson238 dismissed the appeal because  
the stipulated-consequence-on-breach term incorporated a proportionate payment schedule. The  
232 Id. 87, 97 & 101. See Cavendish Square Holding BV v. El Makdessi, [2015] UKSC 67, ¶143; [2016] A.C. 1172,  
1244 per Lord Mance (“The qualification and safeguard is that the agreed sum must not have been extravagant,  
unconscionable or incommensurate with any possible interest in the maintenance of the system”).  
233 [1905] A.C. 6 (H.L. 1904).  
234 Id. 10.  
235 Id.  
236 Paciocco v. Australia and New Zealand Banking Group Ltd., [2016] HCA 28, ¶53; 258 C.L.R. 525, 553.  
237 Clydebank Engineering and Shipbuilding Co. v. Castaneda, [1905] A.C. 6, 16 (H.L. 1904.  
238 Id. 19.  
Page: 75  
payments due for late delivery were a function of the length of the delay. But both of them  
acknowledged that exorbitant, extravagant or unconscionable consequences would be penalties.239  
Webster v. Bosanquet  
[268] Webster v. Bosanquet,240 in my opinion, is the most important of the three pre-1915  
judgments. Not only did the Privy Council uphold an essential term of a commercial contract, it  
clearly explained why: 241 “[W]hatever be the expression used in the contract in describing the  
payment, the question must always be whether the construction contended for renders the  
agreement unconscionable and extravagant and one which no Court ought to allow to be  
enforced.” Lord Mersey, in a succinct judgment, approved an idea that the Earl of Halsbury  
championed in Clydebank Engineering and Shipbuilding Co.242 No reference is made to penalties  
or liquidated damages in the quoted sentence. I place special emphasis on the clause “one which no  
court ought to allow to be enforced”. This is a bold declaration that a commercial term should be  
given effect unless it is so one-sided that doing so would damage the reputation of the courts. In  
addition, the committee fully appreciated the business purpose that accounted for the contentious  
term:243  
When making the [tea partnership dissolution] contract it was impossible to foresee  
the extent of the injury which might be sustained by the plaintiff if sales of the tea  
were made to third parties without his consent. That such sales might seriously  
affect his business was obvious, and the very uncertainty of the loss likely to arise  
made it most reasonable for the parties to agree beforehand as to what the damages  
should be. And, furthermore, it is well known that damages of this kind, though  
very real, may be difficult of proof, and that the proof may entail considerable  
expense.  
[269] Surprisingly, courts have seldom applied Webster v. Bosanquet. It is not very well  
known.244  
239 Id. 16 per Lord Davey & 20 per Lord Robertson.  
240 [1912] A.C. 394 (P.C.) (Ceylon).  
241 Id. 398 (emphasis added).  
242 [1905] A.C. 6, 10 (H.L. 1904).  
243 [1912] A.C. 394, 398 (P.C.) (Ceylon).  
244 It has been cited sixteen times in the last 106 years. E.g., Luen Yick Co. v. Tang Man Kee Machinery Workshop,  
[1958] H.K.L.R. 405 (O.J). By comparison Philips Hong Kong Ltd. v Hong Kong, [1993] UKPC 3a; [1993] 1  
H.K.L.R. 269 has been cited in forty-two judgments in the last twenty-five years.  
Page: 76  
Philips Hong Kong Ltd. v. Hong Kong  
[270] In Philips Hong Kong Ltd. v. Hong Kong,245 a 1993 opinion, the Privy Council upheld the  
decision of the Hong Kong Court of Appeal that a sophisticated stipulated-consequence-on-breach  
term in a contract part of a HK $649 million major highway construction project was enforceable.  
The Hong Kong Government entered into seven separate contracts with seven different  
construction companies, including Philips. 246 Each of these contracts contained key dates  
identifying certain milestones that had to be met so that the ability of the others to proceed with  
their distinct construction obligation would not be compromised, and a final completion date.247  
The per day financial consequences for failure to meet key dates varied depending on the number  
of other contractors that would be adversely affected by the failure of the contractor to meet its  
milestones the amount ranged from a low daily rate of HK $60,655 to a high daily rate of HK  
$77,818.248  
[271] Lord Woolf gave the committee’s judgment. His opinion gave prominence to Lord  
Dunedin’s speech in Dunlop Pneumatic Tyre and implicitly equated Lord Dunedin’s opinion as  
the “Dunlop approach”.249 This is surprising given that the other law lords expressed positions  
different than that advanced by Lord Dunedin. While one may legitimately question this aspect of  
Lord Woolf’s judgment, his dominant theme is appealing. He unequivocally upheld freedom of  
contract values when he pronounced that “the court has to be careful not to set too stringent a  
standard and bear in mind that what the parties have agreed should normally be upheld. Any other  
approach will lead to undesirable uncertainty especially in commercial contracts”.250  
[272] There are two important propositions that I derive from these four appeals.  
[273] The first is that the House of Lords and Privy Council favoured the enforcement of  
commercial contracts between entities that had sufficient resources to retain counsel and advise  
them on their obligations under the contracts that they signed. 251  
245 [1993] UKPC 3a; [1993] 1 H.K.L.R. 269.  
246 Id. 273.  
247 Id.  
248 Id.  
249 Id. 279.  
250 Id. 280. He also quoted Lord Justice Diplock’s statement in Robophone Facilities Ltd. v. Blank, [1966] 1 W.L.R.  
1428, 1447 (C.A.) with approval: “[A] Court should not be astute to descry a ‘penalty clause’”. Id. 279.  
251 See AMEV-UDC Finance Ltd. v. Austin, [1986] HCA 63; 162 C.L.R. 170, 190 per Mason & Wilson, JJ. (“there is  
much to be said for the view that the courts should return to the Clydebank and Dunlop concept, thereby allowing  
parties to a contract greater latitude in determining what their rights and liabilities will be, so that an agreed sum is only  
characterized as a penalty if it is out of all proportion to damage likely to be suffered as a result of breach”) & Ringrow  
Page: 77  
[274] Second, most of the law lords thought it improper for courts of justice to enforce one-sided  
bargains.  
v.  
The Penalty Rule in the Nineteenth Century  
[275] The receptiveness of twentieth-century judges to the freedom of contract principle did not  
distinguish them from their nineteenth-century colleagues.  
[276] Many nineteenth-century judges vigorously proclaimed England’s commitment to validate  
agreements voluntarily entered into by contracting parties with capacity.252  
[277] The French Code Civil adopted in 1804 featured the primacy of contracting parties  
independence: “When the agreement provides that the party who fails to perform shall pay a  
certain sum on account of damages, no smaller or larger sum can be awarded to the other party”.253  
[278] Reynolds v. Bridge,254 an 1856 appeal, is an excellent example.  
[279] Two surgeons carried on the practice of surgery in partnership for roughly five years before  
they entered into an 1852 agreement whereby Dr. Reynolds agreed to employ Dr. Bridge for a  
three-year period. The agreement obliged each of the surgeons to undertake certain activities  
during the three year period in order to increase the likelihood that at the end of the three-year  
period Dr. Bridge’s patients would become Dr. Reynold’s patients. The agreement also prevented  
Dr. Bridge from practising surgery within a designated area after the expiration of the employment  
agreement. Dr. Bridge promised to pay as liquidated damages defined sums for breaches of  
specific contractual obligations.  
[280] The Court, having found Dr. Bridge to be in contravention of the agreement, ordered Dr.  
Bridge to pay to Dr. Reynolds the sum he promised to pay if he breached specific obligations.  
[281] Of particular interest is the opinion of Justice Erle. He strongly endorsed the principle that  
held promisors to account:255  
Pty. Ltd. v. BP Australia Pty. Ltd., [2005] HCA 71, ¶31; 224 C.L.R. 656, 669 (the Court approved Justices Mason and  
Wilson’s position in AMEV).  
252 Astley v. Weldon, 126 Eng. Rep. 1318, 1322 (Common Pleas 1801) per Lord Eldon, C.J. (“ I do not understand why  
one brandy merchant who purchases the lease and goodwill of a shop from another may not make it matter of  
agreement, that if the vendor trade in brandy within a certain distance, he shall pay 600£; and why the party violating  
such agreement should not be bound to pay the sum agreed for”).  
253 Art. 1152.  
254 119 Eng. Rep. 961 (Q.B. 1856). See also Atkyns v. Kinnier, 154 E.R. 1429 (Ex 1850)(the Court enforced a  
surgeon’s promise to pay £1000 as liquidated damages to his former partner if he left the partnership and commenced  
the practice of surgery within a defined area).  
Page: 78  
[It is] an important principle of law … that parties are to assign such limits as they  
please to their own liability. If parties choose to lay down such a limit, I do not see  
why the Judges are to substitute another; and the tendency latterly has been very  
much to restrict the rule of construction. Certainly in some of the cases it was a very  
large exercise of the power of the Court, to say, we will see what we should have  
thought reasonable, and to construe the contract accordingly... .  
[282] Chief Justice Tindal fervently believed in the importance of enforcing contractual bargains.  
In Kemble v. Farren256 he stated that “we see nothing illegal or unreasonable in the parties, by their  
mutual agreement, settling the amount of damages, uncertain in their nature, at any sum upon  
which they may agree”.  
[283] In Wallis v. Smith257 Sir George Jessel, M.R. and Lord Justice Cotton unequivocally  
expressed their support for a restrained judicial approach to penalties.  
[284] Most nineteenth-century English judges focussed on the contract’s text.258 They asked if  
the key term demonstrated an intention to liquefy the damages that nonperformance would cause  
the innocent promisee, in which case the term would be accorded effect, or an intention to  
introduce a term that had no compensatory component but was designed to coerce contractual  
compliance, in which case the court would not enforce it, characterizing the term as a penalty.259  
255 119 Eng. Rep. 961, 967 (Q.B. 1856).  
256 130 Eng. Rep. 1234, 1237 (Common Pleas 1829).  
257 21 Ch. D. 243, 266 & 268 (C.A. 1882) (“I have always thought … that it is of the utmost importance as regards  
contracts between adults persons not under disability, and at arm’s length – that the Courts of Law should maintain  
the performance of the contracts according to the intention of the parties; that they should not overrule any clearly  
expressed intention on the ground that Judges know the business of the people better than the people know it  
themselves”) & (“[T]he sounder view … is … to leave persons who are competent and under no disability to make  
their own contracts, and then to act on those contracts, whatever the true interpretation might be, without assuming on  
behalf of the Court, either of Law or Equity, to say, This is unreasonable and we will make another and different  
contract between the parties. They did not mean what they have said in their contracts’”).  
258 Rickman v. Carstairs, 110 Eng. Rep. 931, 935 (K.B. 1833)(“in ... cases of construction of written instruments [the  
question] is not what was the intention of the parties, but what is the meaning of the words they have used”). This is  
still the law. Sattva Capital Corp. v. Creston Moly Corp., 2014 SCC 53, ¶47; [2014] 2 S.C.R. 633, 657 (“a  
decision-maker must read the contract as a whole, giving the words used their ordinary and grammatical meaning,  
consistent with the surrounding circumstances known to the parties at the time of formation of the contract”) & Re  
Lubberts Estate, 2014 ABCA 216, n. 21; [2014] 10 W.W.R. 41, n. 21 per Wakeling, J.A. (“Multiparty documents  
cannot have multiple meanings which are a function of the subjective understanding of each party ... . There must be  
an enforceable meaning attached to the oral or written language which the parties acknowledge captures their  
consensus. It must be the product of an objective inquiry”).  
259 Law v. Local Board of Redditch, [1892] 1 Q.B. 127, 130 per Lord Esher, M.R. (“where the sum agreed to be paid is  
... so large as to make the idea that it was intended to be payable by way of liquidated damages so absurd that the Court  
would be compelled to arrive at the conclusion that it was to be paid, not as liquidated damages, but as a penalty”) &  
Page: 79  
[285] Why judges of this era believed that this inquiry assisted them in any way in deciding  
whether there was a compelling reason to justify ignoring the clear meaning of a contract’s text  
escapes me.  
[286] Why would a contract party enter into an agreement that contained a term inserted for its  
benefit knowing that it would be unenforceable? This makes no sense.  
c.  
The Penalty Rule in the United States  
[287] Many twentieth-century decisions of the United States Supreme Court turned on the  
Court’s response to a promisor’s argument that the law relieved it of its obligation to honor a  
paid-for promise.  
[288] This body of work fully justifies Justice Peckham’s 1907 assertion that modern courts are  
predisposed to enforce stipulated-consequence-on-breach terms.  
[289] I will refer to only four in detail. 260  
[290] The first two arose as a result of the Spanish-American War of 1898.  
i.  
Sun Printing and Publishing Association v. Moore  
[291] Sun Printing and Publishing Association v. Moore,261 decided in 1902, dealt with a  
charterer’s obligation after the yacht it chartered to cover the Spanish-American hostilities sank.  
The charter agreement contained a promise by the charterer to pay the yacht owner $75,000, the  
agreed value of the vessel, if it failed to return the yacht in good repair on the return date.  
[292] The charterer failed to return the yacht and the yacht owner commenced an action against  
the charterer for $75,000. The trial and two appeal courts sided with the yacht owner. So did the  
Supreme Court.  
[293] Justice White, after conducting a thorough review of the leading English and American  
cases, declared that the Court must examine the text of the charterparty and determine whether the  
132 per Lopes L.J. (“The distinction between penalties and liquidated damages depends on the intention of the parties  
to be gathered from the whole of the contract”).  
260 Priebe & Sons, Inc. v. United States, 332 U.S. 407 (1947); Wise v. United States, 249 U.S. 361 (1919); United  
States v. Bethlehem Steel Co., 205 U.S. 105 (1907) & Sun Printing and Publishing Assoc. v. Moore, 183 U.S. 642  
(1902). See also Robinson v. United States, 261 U.S. 486 (1923) (the Court upheld a liquidated damages term to the  
detriment of the promisor-plaintiff); J.E. Hathaway & Co. v. United States, 249 U.S. 460, 464 (1919) (“there is no  
reason why parties competent to contract may not agree that certain elements of damage difficult to estimate shall be  
covered by a provision for liquidated damages ... . Provisions ... clearly expressed do not cease to be binding upon the  
parties, because they relate to the measure of damages”).  
261 183 U.S. 642 (1902).  
Page: 80  
parties intended “bona fide to fix the damages”262 in which case the promisor must discharge its  
obligation or whether they intended “to stipulate the payment of an arbitrary sum as a penalty, by  
way of security”, 263 in which case the promisor is relieved of the obligation to honor its  
commitment. Justice White quoted with approval Justice Wright’s opinion in Clement v. Cash264 to  
this effect:  
When [the contracting parties] declare, in distinct and unequivocal terms, that they  
have settled and ascertained the damages to be $500.00, or any other sum, to be  
paid by either failing to perform, it seems absurd for a court to tell them that it has  
looked into the contract and reached the conclusion that no such thing was  
intended; but that the intention was to name the sum as a penalty to cover any  
damages that might be proved to have been sustained by a breach of the agreement.  
ii.  
United States v. Bethlehem Steel Co.  
[294] United States v. Bethlehem Steel Co.265 is the second case. It was a 1907 judgment.  
[295] In 1898 Bethlehem Steel promised to construct six gun carriages for the United States  
armed forces for $216,000. The United States anticipated that it would soon be at war with Spain  
and was prepared to pay a premium for expedited delivery. A late-delivery provision reduced the  
purchase price by a sum equal to a daily amount multiplied by the period of late delivery measured  
in days. Bethlehem Steel delivered the gun carriages after the promised delivery date. For this  
reason, the United Stated paid Bethlehem Steel $195,000 instead of $216,000. Bethlehem Steel  
sued in the Court of Claims for the $21,000 shortfall. The Court of Claims found in favour of  
Bethlehem Steel. The United States Supreme Court reversed.  
[296] Justice Peckham, for the Court, concluded that the parties intended the  
stipulated-consequence-on-breach term to liquidate the damages and not to serve as a penalty:266  
The acceptance of the proposal at the highest price for the delivery of the carriages  
in the shortest time is also evidence of the importance with which the Government  
officers regarded the element of speed. … In the light of this fact an examination  
of the language of the contract itself upon the question of deductions for delay in  
delivery renders its meaning quite plain.  
262 Id. 673.  
263 Id.  
264 21 N.Y. 253, 257 (Ct. App. 1860).  
265 205 U.S. 105 (1907).  
266 Id. 119-20.  
Page: 81  
[297] In coming to this conclusion, the Court also recognized the fact that it would be very  
difficult to prove damages for late delivery of armaments.  
iii.  
Wise v. United States  
[298] Wise v. United States,267 released in 1919, is the third case.  
[299] In 1904 a builder promised to erect two laboratory buildings for the Department of  
Agriculture in Washington. The price tag was $1,171,000. There was a price-reduction term in the  
contract that the United States invoked to withhold $20,000 of the construction price. The builder  
claimed that the United States was not entitled to rely on the stipulated-consequence-on-breach  
term.  
[300] The Supreme Court of the United States concluded that the contract unequivocally  
demonstrated an intention to fix the damages that the United States would endure if the two  
buildings were not constructed on time.268 Justice Clarke, for a court that included Justice Oliver  
Wendell Holmes, provided this clear account of the law:269  
When that intention is clearly ascertainable from the writing, effect will be given to  
the provision as freely as to any other, where the damages are uncertain in nature or  
amount or are difficult of ascertainment or where the amount stipulated for is not so  
extravagant, or disproportionate to the amount of property loss, as to show that  
compensation was not the object aimed at or as to imply fraud, mistake,  
circumvention or oppression. There is no sound reason why persons competent and  
free to contract may not agree upon this subject as fully as upon any other, or why  
their agreement, when fairly and understandingly entered into with a view to just  
compensation for the anticipated loss, should not be enforced.  
iv.  
Priebe & Sons, Inc. v. United States  
[301] Priebe & Sons, Inc. v. United States270 is the fourth case. It was decided in 1947.  
[302] After Congress enacted the Lend-Lease Act271 in 1941, the Department of Agriculture  
decided to ship dried eggs to England and Russia to ameliorate the wartime food shortage these  
countries were experiencing. Priebe & Sons, Inc. was one the suppliers. Priebe & Sons agreed to  
deliver a designated amount of dried eggs along with an inspection certificate within a specified  
267 249 U.S. 361 (1919).  
268 Id. 365.  
269 Id.  
270 332 U.S. 407 (1947).  
271 55 Stat. 31, 22 U.S.C. (Supp. V. 1946).  
Page: 82  
time. There was also a term that allowed the purchaser to pay ten cents less per pound of dried eggs  
if the supplier failed to meet designated milestones on time.272 Priebe & Sons delivered the  
requested quantity of dried eggs on time but missed the deadline for the inspection certificate. The  
United States invoked the liquidated damages provision and paid the supplier ten cents less per  
pound. The supplier sued alleging that the term the United States relied on was an unenforceable  
penalty. The Court of Claims dismissed the action, holding that the contested term was not a  
penalty. The Supreme Court reversed, satisfied that the term was a penalty.  
[303] Justice Douglas wrote for the five justices who constituted the majority. He opined that  
“The provision was included not to make a fair estimate of damages to be suffered but to serve  
only as an added spur to performance. ... [A]n exaction of punishment for a breach which could  
produce no possible damage has long been deemed oppressive and unjust”.273 While Justice  
Frankfurter disagreed with the majority because he was convinced that federal statutes compelled  
judicial validation of terms like the one under review, he agreed that the contested term was a  
penalty under common law.274  
[304] Justices Black and Murphy parted company with their colleagues. They classified the  
stipulated-consequence-on-breach term as a liquidated damages provision.275 They gave great  
weight to the fact that this was a commercial transaction and concluded that there was “no  
persuasive reason why [the promisor] should now be relieved of the obligation it advisedly  
assumed which was, in effect, to charge less for its goods if they were not ready for delivery on the  
date it promised”.276  
[305] Justice Frankfurter’s statement that “one man’s default should not lead to another man’s  
unjust enrichment”277 is perhaps the most significant contribution these four cases make to the  
development of the jurisprudence. This assertion clearly suggests that some  
stipulated-consequence-on-breach terms will be invalid because they are unconscionable and that  
no court should use its power in a way that would bring the administration of justice into disrepute.  
272 It reads as follows: “Inasmuch as the failure of the vendor to deliver the quantity of the commodity ... specified in  
the contract in accordance with the terms of this announcement will, because of the urgent need for the commodity by  
the purchaser arising from the present emergent conditions, cause serious and substantial damages to the purchaser,  
and it will be difficult, if not impossible, to prove the amount of such damages, the vendor agrees to pay ... liquidated  
damages as stated in this paragraph. The sum is agreed upon as liquidated damages and not as a penalty and shall be in  
the amount set forth below for each pound of dried egg product undelivered in accordance with the terms of this  
announcement ... . The parties have computed, estimated, and agreed upon this sum as an attempt to make a reasonable  
forecast of probable actual loss because of the difficulty of estimating with exactness the damages which result”.  
273 332 U.S. 407, 413 (1947).  
274 Id. 419.  
275 Id. 417.  
276 Id.  
277 Id. 418.  
Page: 83  
[306] A general survey of state and federal jurisprudence 278 and academic literature 279  
demonstrates that most American jurists recognize that commercial actors are the best judges of  
the merits and demerits of the burdens they incur and the benefits they enjoy by entering into a  
contract280 and that in the absence of extraordinary terms those that are unconscionable,  
manifestly and grossly unfair or will unjustly enrich the promissee they should be allowed to  
agree upon stipulated-payment terms that they adjudge to be in their best interests.  
5.  
The Contested Term Passes Both the Elsley and Dunlop Pneumatic  
Tyre Standards and Is Enforceable  
[307] Regardless of which standard is applied Elsley or Dunlop Pneumatic Tyre s. VII Q(d) is  
enforceable.  
a.  
Elsley Standard  
[308] This is a commercial contract.  
[309] There is no evidence that Capital Steel Inc. had insufficient resources to retain legal  
counsel before it signed the agreement with Chandos Construction.  
[310] Nor is there any basis whatsoever to conclude that s. VII Q(d) is oppressive. A term is  
oppressive if it is so manifestly grossly one-sided that its enforcement would bring the  
administration of justice into disrepute. This is not such a term.  
[311] Section VII Q(d) reflects the fact that Chandos Construction will incur administrative costs  
associated with completing the work that Capital Steel failed to do and monitoring the work during  
the warranty period. Chandos Construction will have to find another enterprise that is willing to  
accept a modest assignment and complete it on a time path acceptable to Chandos Construction.  
There is no evidence that suggests its enforcement will bestow a windfall on Chandos  
Construction.  
278 Lion Overall Co., 55 F. Supp. 789, 791 (S.D.N.Y 1943) (“The present rule is to look with candor, if not with favor,  
upon such provisions in contracts when deliberately entered into between parties who have equality of opportunity for  
understanding and insisting upon their rights, as promoting prompt performance, and because adjusting in advance,  
and amicably, matters the settlement of which through courts would involve difficulty, uncertainty, delay and  
expense”).  
279 E. Farnsworth, Contracts 820 (4th ed. 2004).  
280 Jewett, Bigelow & Brooks v. Detroit Edison Co., 274 F. 30, 37-38 (6th Cir. 1921) (“this court must not overlook the  
fact that the contracting parties were both familiar with the coal business in all its details ... Therefore no reason  
appears from the evidence in this case why this court should set aside and hold for naught a solemn contract, entered  
into between men of affairs, largely experienced and fully advised as to conditions and incidents of the business to  
which the contract relates and substitute its own judgment for the judgment of the contracting parties”).  
Page: 84  
[312] The term also documents the parties’ agreement that there is a correlation between Capital  
Steel’s performance and its remuneration. “There is no reason in principle why a contract should  
not provide for a party to earn his remuneration, or part of it, by performing his obligations”.281  
[313] This is a compensatory provision that makes commercial sense.  
b.  
Dunlop Pneumatic Tyre Standard  
[314] Dunlop Pneumatic Tyre Co. v. New Garage and Motor Co.282 stands for the proposition  
that a commercial bargain is unenforceable if it is unconscionable, extravagant or extortionate.  
Section VII Q(d) is none of these. The sum of money the ten percent fee represents will probably  
cover some or all of the administrative costs Chandos Construction will incur as a result of the  
administrative time that it must devote to finding others to complete the tasks Capital Steel had left  
undone, including monitoring the project for warranty purposes. There is no reason to believe that  
this fee is disproportionate to the actual costs Chandos Construction will actually incur because of  
Capital Steel’s failure to complete the work. There is no evidence supporting such a conclusion.  
C.  
Section VII Q(d) Is Not Contrary to Any Common Law Values Related to  
Bankruptcy or Any Provision of the Bankruptcy and Insolvency Act and Is  
Enforceable  
1.  
Introduction  
[315] Canada’s Bankruptcy and Insolvency Act,283 like the national insolvency enactments of the  
United Kingdom,284 the United States,285 Australia286 and New Zealand,287 catalogues most of the  
important principles and rules governing insolvency regimes.288  
281 Cavendish Square Holding BV v. El Makdessi, [2015] UKSC 67, ¶73; [2016] A.C. 1172, 1216 per Lord Neuberger  
& Lord Sumption.  
282 [1915] A.C. 79 (H.L. 1914).  
283 R.S.C. 1985, c. B-3.  
284 Insolvency Act 1986, c. 45.  
285 Bankruptcy Code, 11 U.S.C.  
286 Bankruptcy Act 1966, No. 33 (Cth) & Corporations Act 2001, No. 50 (Cth).  
287 Companies Act 1993, No. 105 & Insolvency Act 2006, No. 55.  
288 R. Wood, Bankruptcy and Insolvency Law 11 (2d ed. 2015)(“most of the insolvency regimes are overwhelmingly  
legislative in character”); Wood, “Direct Payment Clauses and the Fraud Upon the Bankruptcy Law Principle: Re  
Horizon Earthworks Ltd. (Bankrupt)”, 52 Alta. L. Rev. 171, 171 (2014) (“Bankruptcy law is overwhelmingly  
statutory in character”); C. Tabb, The Law of Bankruptcy 2 (2d ed. 2009) (“The current Bankruptcy Code  
encompasses a wide spectrum of possible measures. These range from a straight liquidation bankruptcy (chapter 7), to  
the reorganization of businesses (chapter 11), to the adjustment of family farmer debts (chapter 12), to the adjustment  
Page: 85  
[316] The Bankruptcy and Insolvency Act, again, like most of its foreign counterparts,289 displays  
three fundamental features.  
[317] The first is the utilization of one procedural vehicle to advance the claims of the creditors  
against the bankrupt. Professor Wood explains the first benchmark this way: 290 “The creditors’  
remedies are collectivized in order to prevent the free-for-all that would otherwise prevail if  
creditors were permitted to exercise their remedies”. This is accomplished by a statutory ban on  
the commencement of proceedings against a bankrupt. Section 69.3(1) of the Bankruptcy and  
Insolvency Act291 provides that “on the bankruptcy of any debtor, no creditor has any remedy  
of the debts of individual consumers (chapter 13), and even to the adjustment of the debts of a municipality (chapter 9).  
Cross-border cases are dealt with in chapter 15”) & Re Potts, [1893] 1 Q.B. 648, 657 (C.A.) per Lord Esher, M.R. (“the  
bankruptcy law is not the common law of England; it is an enacted law, and all the rights under it are determined by  
statute”).  
289 While insolvency regimes frequently incorporate common critical components, they sometimes adapt different  
implementation solutions. E.g., Century Services Inc. v. Canada, 2010 SCC 60, ¶29; [2010] 3 S.C.R. 379, 400  
(“Claims of priority by the state in insolvency situations receive different treatment across jurisdictions worldwide”).  
290 R. Wood, Bankruptcy and Insolvency Law 3 (2d ed. 2015). See C. Tabb, The Law of Bankruptcy 4 (2d ed.  
2009)(“the core function of bankruptcy is as a collective creditors’ remedy that furthers the goals of efficiency and of  
distributive justice”) (emphasis in original); D. Epstein & S. Nickles, Principles of Bankruptcy Law 3 (2007) (“State  
law focuses on individual action by a particular creditor and puts a premium on prompt action by a creditor. ...  
Bankruptcy, on the other hand, compels collective creditor collection action and emphasizes equality of treatment,  
rather than a race of diligence”) & Allied Concrete Ltd. v. Meltzer, [2015] NZSC 7, ¶96; [2016] 1 N.Z.L.R. 141, 174  
(“As the material ... demonstrates, both the Government and Parliament understood that there was a conflict between  
the concept of collective realisation and individual justice in particular cases”).  
291 R.S.C. 1985, c. B-3. See also s. 69(1)(“[O]n the filing of a notice of intention under section 50.4 by an insolvent  
person, (a) no creditor has any remedy against the insolvent person’s property, or shall commence or continue any  
action, execution, or other proceedings, for the recovery of a claim provable in bankruptcy”). See R. Wood,  
Bankruptcy and Insolvency Law 5 (2d ed. 2015)(“The commencement of insolvency proceedings will typically  
prevent a claimant from pursuing a claim through an ordinary civil action before a court or enforcing it through the  
judgment enforcement system”). See also Insolvency Act 1986, c. 45, s. 126(1) (U.K.) (“At any time after the  
presentation of a winding-up petition, and before a winding-up order has been made, the company, or any creditor or  
contributory may... where any action or proceeding against the company is pending in the High Court or Court of  
Appeal ... apply to the court in which the action or proceeding is pending for a stay of proceedings therein ... and the  
court to which the application is so made may (as the case may be) stay, sist or restrain the proceedings accordingly on  
such terms as it thinks fit”) & s. 130(2) (“When a winding-up order has been made ... , no action or proceeding shall be  
proceeded with or commenced against the company or its property, except by leave of the court and subject to such  
terms as the court may impose”); Bankruptcy Act 1966, No. 33, s. 60(1)(b)(Austl. Cth) (“The Court may, at any time  
after the presentation of a petition, upon such terms and conditions as it thinks fit … stay any legal process … against  
the person or property of the debtor”); Corporations Act 2001, No. 50, s. 471B (Austl. Cth) (“While a company is  
being wound up in insolvency or by the Court, or a provisional liquidator of a company is acting, a person cannot  
begin or proceed with … a proceeding in a Court against the company or in relation to property of the company; or …  
enforcement process in relation to such property; except with the leave of the Court and in accordance with such terms  
(if any) as the Court imposes”); Insolvency Act 2006, No. 55, s. 76(1)(N.Z.)(“On adjudication [of bankruptcy], all  
proceedings to recover any debt provable in the bankruptcy are halted”); Companies Act 1993, No. 105, s. 239 ABE  
(N.Z.) (“During the administration of a company, a proceeding in a court against the company or in relation to any of  
its property must not be begun or continued, except ... (a) with the administrator’s written consent; or (b) with the  
Page: 86  
against the debtor or the debtor’s property, or shall commence or continue any action, execution or  
other proceedings, for the recovery of a claim provable in bankruptcy”. “The automatic stay is one  
of the most important parts of any ... bankruptcy case”.292  
[318] A single-procedure-vehicle model probably maximizes the size of the bankrupt’s property  
pool for the ultimate benefit of the creditors. It may reduce the risk that some of the bankrupt’s  
property may not be tracked as effectively by debtors acting alone. Collective bargaining between  
the bankrupt’s creditors and the bankrupt increases the likelihood that an acceptable remedial plan  
will be produced and reduces the need for the plaintiff creditors and the defendant bankrupt to  
complete duplicitous litigation steps.293  
[319] The second benchmark is a provision that identifies the bankrupt’s property as of a  
designated date and creates a mechanism that collects in the bankruptcy trustee’s hands the  
bankrupt’s property. 294 “‘Property of the estate’ is one of the most important, most basic  
permission of the court”); Bankruptcy Code, 11 U.S.C. §362(a)(“Except as provided under subsection (b) of this  
section, a petition filed under section 301, 302 or 303 of this title ... operates as a stay, applicable to all entities of ... the  
commencement or continuation, including the issuance or employment of process, of a judicial, administrative, or  
other action or proceeding against the debtor that was or could have been commenced before the commencement of  
the case under this title”) & C. Tabb, The Law of Bankruptcy 244 (2d ed. 2009)(“An integral structural component of  
a bankruptcy case is the ‘automatic stay’ against creditor collection actions. ... It arises automatically upon the filing of  
a bankruptcy petition”).  
292 D. Epstein & S. Nickles, Principles of Bankruptcy Law 15 (2007). See also Newfoundland and Labrador v.  
AbitibiBowater Inc., 2012 SCC 67, ¶21; [2012] 3 S.C.R. 443, 458 (“Under this [single proceeding] model, the court  
can stay the enforcement of most claims against the debtor’s assets in order to maintain the status quo during  
negotiations with the creditors”).  
293 Century Services Inc. v. Canada, 2010 SCC 60, ¶22; [2010] 3 S.C.R. 379, 397 (“The single proceeding model  
avoids the inefficiency and chaos that would attend insolvency if each creditor initiated proceedings to recover its  
debt. Grouping all possible actions against the debtor into a single proceeding controlled in a single forum facilitates  
negotiation with creditors because it places them all on an equal footing”); Schreyer v. Schreyer, 2011 SCC 35, ¶19;  
[2011] 2 S.C.R. 605, 615-16 (“Legislation that establishes an orderly liquidation process for situations in which  
reorganization is not possible, that averts races to execution and that gives debtors a chance for a new start is generally  
viewed as a wise policy choice”); R. Wood, Bankruptcy and Insolvency Law 3 (2d ed. 2015) (“The race to grab assets  
in the absence of a collective insolvency regime does not provide an environment within which an efficient and  
orderly liquidation can occur”) & C. Tabb, The Law of Bankruptcy 4 (2d ed. 2009) (“the core function of bankruptcy  
is a collective creditors’ remedy that furthers the goals of efficiency and of distributive justice”) (emphasis in original).  
294 Bankruptcy and Insolvency Act, R.S.C. 1985, c. B-3, s. 2 (“property means any type of property, whether situated in  
Canada or elsewhere, and includes money, goods, things in action, land and every description of property, whether  
real or personal, legal or equitable, as well as obligations, easements and every description of estate, interest and profit,  
present or future, vested or contingent in, arising out of or incident to property”) & Bankruptcy Code, 11 U.S.C.  
§541(a)(1) (“The commencement of a case ... creates an estate. Such estate is comprised of all the following property,  
wherever located and by whomever held: ... all legal or equitable interests of the debtor in property as of the  
commencement of the case”). This obviously sweeps in accounts receivables. See also Re Barrington & Vokey Ltd., 48  
C.B.R. 3d 270, 279 (N.S. Sup. Ct. 1996)(“On the date of bankruptcy ... , all of the assets of B&V vested in the Trustee  
for the benefit of the general body of creditors ... . The Trustee became obligated and empowered to take possession of  
the property of the bankrupt ... , the intention being that all creditors would receive the distribution to which they were  
Page: 87  
bankruptcy concepts”.295 Section 71 of the Bankruptcy and Insolvency Act296 is one provision that  
serves this purpose: “On a bankruptcy order being made ... a bankrupt ceases to have any capacity  
to dispose of or otherwise deal with their property, which shall, subject to this Act and to the rights  
of secured creditors, immediately pass to and vest in the trustee named in the bankruptcy order ... .”  
[320] The third distinguishing feature is the equitable distribution of the bankrupt’s property to  
the bankrupt’s creditors. Section 141 of the Bankruptcy and Insolvency Act297 declares that  
“[s]ubject to this Act, all claims proved in a bankruptcy shall be paid rateably.”  
entitled”) & C. Tabb, The Law of Bankruptcy 394 & 401 (2d ed. 2009) (“The bankruptcy ‘estate’ is a separate and  
distinct legal entity. It is comprised initially of all of the debtor’s property at the time the case is commenced. ... [T]he  
instant of the bankruptcy filing is the magic moment at which the extent of the estate initially is determined. Section  
541(a)(1) takes a snapshot of the debtor’s assets at the moment of filing, bringing all of those assets into the estate”).  
295 D. Epstein & S. Nickles, Principles of Bankruptcy Law 9 (2007).  
296 R.S.C. 1985, c. B-3. See Bankruptcy Code, 11 U.S.C. §323(a) (“The trustee in a case under this title is the  
representative of the estate”); Insolvency Act 1986, c. 45, s. 306(1) (U.K.) (“The bankrupt’s estate shall vest in the  
trustee immediately on his appointment taking effect”) & s. 145(1) (“When a company is being wound up by the court,  
the court may on the application of the liquidator by order direct that all or any part of the property of whatsoever  
description belonging to the company or held by trustees on its behalf shall vest in the liquidator by his official name;  
and thereupon the property to which the order relates vests accordingly”); Corporations Act 2001, No. 50, s. 474(1)(a)  
(Austl. Cth) (“If a company is being wound up in insolvency or by the Court, or a provisional liquidator of a company  
has been appointed … in a case in which a liquidator … has been appointed … the liquidator .. must take into his or her  
custody, or under his or her control, all the property which is, or which appears to be, property of the company”);  
Bankruptcy Act 1966, No. 33, s. 58(1)(a) (Austl. Cth) (“Subject to this Act, where a debtor becomes a bankrupt … the  
property of the bankrupt, not being after-acquired property, vests forthwith in the Official Trustee”); Companies Act  
1993, No. 105, s. 239U (N.Z.) (“While a company is in administration, the administrator ... (a) has control of the  
company’s business, property and affairs; and (b) may carry on that business and manage that property and those  
affairs; and (c) may terminate or dispose of all or part of that business, and may dispose of any of that property”) &  
Insolvency Act 2006, No. 55, s. 101(1)(a) (N.Z.) (natural person: “On adjudication ... all property ... belonging to the  
bankrupt or vested in the bankrupt vests in the Assignee without the Assignee having to intervene or take any other  
step in relation to the property, and any rights of the bankrupt in the property are extinguished”).  
297 R.S.C. 1985, c. B-3. See Insolvency Act 1986, c. 45, s. 107 (U.K.) (“Subject to the provisions of this Act as to  
preferential payments, the company’s property in a voluntary winding up shall on the winding up be applied in  
satisfaction of the company’s liabilities pari passu”) & s. 328(3) (“Debts which are neither preferential debts nor debts  
to which the next section applies also rank equally between themselves and, after the preferential debts, shall be paid in  
full unless the bankrupt’s estate is insufficient for meeting them, in which case they abate in equal proportion”);  
Corporations Act 2001, No. 50, s. 559 (Austl. Cth) (“The debts of a class referred to in each of the paragraphs of  
subsection 556(1) rank equally between themselves and must be paid in full, unless the property of the company is  
insufficient to meet them, in which case they must be paid proportionately”); Bankruptcy Act 1966, No. 33, s. 108  
(Austl. Cth) (“Except as otherwise provided by this Act, all debts proved in a bankruptcy rank equally and, if the  
proceeds of the property of the bankrupt are insufficient to meet them in full, they shall be paid proportionately”);  
Insolvency Act 2006, No. 55, s. 280(2) (N.Z.) (“The [general creditors’] claims ... rank equally among themselves and  
must be paid in full, unless the money is insufficient to meet them, in which case they abate in equal proportions”);  
Companies Act 1993, No. 105, s. 313(2) (N.Z.) (“The [general creditors’] claims ... rank equally among themselves  
and must be paid in full, unless the assets are insufficient to meet them, in which case payment shall abate rateably  
among all claims”); Bankruptcy Code, 11 U.S.C. §726 (b) (“Payment on claims of a kind [described in numerous  
Page: 88  
[321] These three features serve as the foundation upon which a complete and sophisticated  
insolvency and bankruptcy structure rests.  
[322] I will now use several hypotheticals to illustrate how these basic features affect some  
concrete fact patterns.  
[323] Suppose that M, a municipality, enters into a contract with a highway construction  
company, HC Co., to build a road within the municipality. M agrees to pay HC Co. $5 million,  
payable in instalments on the completion of designated milestones. Before HC Co. completes the  
project and after M has paid HC Co. $3 million, HC Co. goes bankrupt. M owes HC Co. $750,000  
for work that HC Co. has performed and billed. M is aware that HC Co. has not paid invoices  
submitted by subcontractors D, E and F for services and material. HC Co. owes each of the  
subcontractors $250,000 and other creditors $750,000. T, HC Co.’s bankruptcy trustee, has served  
M with a demand that M pay T the $750,000 due under the accounts rendered by HC Co.. M asks  
its lawyer if it can discharge its obligation to HC Co. by paying $250,000 to each of D, E and F. M  
is aware that if it pays T $750,000, D, E and F will likely receive less than $250,000 on any  
subsequent payout to HC Co.’s creditors. M wants to make D, E and F whole so that they will be  
willing in the future to work on M’s infrastructure projects. M’s lawyer advises M to pay T the  
$750,000 T demands. M’s lawyer informs M that T owns all HC Co.’s property,298 including the  
account receivable that HC Co.’s outstanding bill to M represents. M has a legal obligation to pay  
T299 and cannot choose to ignore it without incurring adverse financial consequences.300 This is so  
even though payments to D, E and F would not have had the effect of diminishing the size of the  
pool of assets available for distribution to HC Co.’s creditors. D, E and F are all creditors of HC  
Co. The real problem was the advantage these payments bestowed on D, E and F, compared to HC  
Co.’s other unsecured creditors.  
provisions] ... shall be made pro rata among claims of the kind specified in each such particular paragraph”). See also  
R. Wood, Bankruptcy and Insolvency Law 44-45 (2d ed. 2015) (“the proceeds of the liquidation of the debtor’s assets  
are distributed to the proving creditors according to a statutory scheme of distribution. Although this scheme of  
distribution provides for pari passu sharing among ordinary creditors, certain kinds of claims are promoted and given  
more favourable treatment than the ordinary creditors (preferred creditors) while other kinds of claims are demoted  
and given less favourable treatment (postponed creditors)”); C. Tabb, The Law of Bankruptcy 674 (2d ed. 2009) (“For  
all of the general unsecured creditors, the controlling bankruptcy principle is equality of distribution”) (emphasis in  
original) & D. Epstein & S. Nickles, Principles of Bankruptcy Law 3 (2007) (“While bankruptcy law does not require  
equal treatment for all creditors, all creditors within a single class are treated the same”).  
298 The Bankruptcy and Insolvency Act, R.S.C. 1985, c. B-3, s. 2 defines “property” in very broad terms. See F.  
Bennett, Bennett on Bankruptcy 51-52 (19th ed. 2017) (“property in a business would include cash in the bank,  
receivables, inventory, equipment, real property, tax claims, refunds and tax losses, industrial property including  
patents, trademarks and copyright, customer lists, hedging contracts, options, equity in unexpired leases of premises  
and equipment, choses in action and third-party claims”).  
299 Bankruptcy and Insolvency Act, R.S.C. 1985, c. B-3, s. 71.  
300 M would have to pay the same amount to T.  
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[324] The Supreme Court of Canada dealt with this issue in A.N. Bail Co. v. Gingras.301 A general  
construction contractor, relying on a contract term binding the general contractor and the  
subcontractor, paid the bankrupt subcontractor’s creditor the amount due the subcontractor and  
refused to pay the bankrupt subcontractor’s trustee. “Property” was a broadly defined term under  
the Bankruptcy Act302 and indisputably included the subcontractor’s accounts receivable. Because  
the subcontractor had an interest in the accounts receivable, it was the subcontractor’s property and  
the general contractor had an obligation to pay the bankruptcy trustee. The general contractor’s  
payment to the bankrupt subcontractor’s creditor did not discharge the general contractor’s  
obligation under the statute:303 “It would be to disregard the Bankruptcy Act and deprive it of all  
meaning if the debtor of a bankrupt, instead of paying the trustee, were authorized by contract or  
some other means, to pay one or other of the creditors of the bankrupt as he saw fit”.  
[325] There are other business structures that give an owner more control.304  
[326] Suppose that M decided to revise the business model it used for the construction of its  
infrastructure projects. M retained a project manager to provide it with services on a  
fee-for-service basis. The project manager recommends service providers and suppliers and M  
enters into contracts with each enterprise that contributes to the infrastructure project. M follows  
this model for the construction of a community fitness center. M enters into twenty-five separate  
agreements with service providers and suppliers, as well as an agreement with FC Co., the project  
manager. FC Co. becomes bankrupt before the project is completed. M pays T, FC Co.’s  
bankruptcy trustee, the amount of FC Co.’s last bill, and continues to discharge its obligations  
under its other infrastructure project contracts. M is entitled to proceed in this manner because it  
has honored its obligations to T, as set out in the Bankruptcy and Insolvency Act.305 It has paid to T  
FC Co.’s outstanding accounts receivable. This is FC Co.’s property, as defined in the Bankruptcy  
and Insolvency Act.306  
301 [1982] 2 S.C.R. 475. See also Municipal District of Greenview No. 16 v. Bank of Nova Scotia, 2013 ABCA 302; 5  
C.B.R. 6th 69 (the Court confirmed the chamber judge’s conclusion that the municipality could not rely on a contract  
term that allowed it to pay directly an unpaid subcontractor to discharge its obligations to a bankrupt general  
contractor’s trustee because the unpaid accounts receivable is the property of the bankrupt) & International Air  
Transport Assoc. v. Ansett Australia Holdings Ltd.(Subject to Deed of Company Arrangement), [2008] HCA 3, ¶76;  
234 C.L.R. 157 (“the critical point is that there was ‘property’ of British Eagle to which s. 302 applied and a  
contractual provision negating that outcome could not prevail against the terms of the statute”).  
302 R.S.C. 1970, c. B-3, s. 2.  
303 [1982] 2 S.C.R. 475, 487.  
304 E.g., Phillips Hong Kong Ltd. v. Hong Kong, [1993] UKPC 3a; [1993] 1 H.K.L.R. 269 (Hong Kong entered into  
seven contracts with seven different contractors for the construction of a major highway project).  
305 R.S.C. 1985, c. B-3, s. 71.  
306 Id. s. 2.  
Page: 90  
[327] These hypotheticals highlight the obligations of a bankrupt’s debtor under the Bankruptcy  
and Insolvency Act307 to deliver the bankrupt’s property to the bankrupt’s trustee. They did not  
involve contract terms that had the effect of diminishing the size of the bankrupt’s property pool.308  
[328] The next example introduces this feature.  
[329] Suppose that A Co. and B Co. are the sole shareholders of C Co. Each shareholder owns  
fifty shares of C. Co. C Co. owns a golf course with a fair market value of $4 million. The  
shareholders’ agreement between A Co. and B Co. stipulates that in the event one of the  
shareholders becomes bankrupt, the nonbankrupt shareholder has the option to purchase the  
bankrupt’s C Co. shares for eighty percent of the shares’ fair market value. Their shareholder  
agreement documents the commercial reasons that account for this provision. First, A Co. and B  
Co. do not want to do business with a trustee in bankruptcy.309 Involving a bankruptcy trustee in the  
day-to-day operations of an enterprise that has to routinely make difficult decisions quickly just to  
survive would be disastrous. A bankruptcy trustee would not be able to respond fast enough.  
Second, the nonbankrupt shareholder may have a difficult time securing the funds needed to pay  
the bankrupt shareholder fair market value for its shares. No financial institution would do  
business with them when they applied for a construction loan. Funds borrowed from family and  
friends allowed them to build the course. Lenders will be difficult to find and more difficult to deal  
with. They know that owners of golf courses often go bankrupt and are poor credit risks. A small  
reduction in the purchase price provides the nonbankrupt shareholder with some relief from the  
onerous burden of paying fair market value for the bankrupt company’s shares in C Co. B Co. goes  
bankrupt. A Co. offers to purchase B Co.’s shares in C. Co. for $1.6 million. A Co. insists that T, B  
Co.’s bankruptcy trustee, honor the shareholders’ agreement and transfer B Co.’s shares in C Co.  
to A Co. T, is willing to sell B Co.’s shares in C Co. for fair market value of $2 million. A Co.  
307 R.S.C. 1985, c. B-3, s. 71.  
308 Niven, “The Anti-deprivation Rule and the Pari Passu Rule in Insolvency”, 25 Insolvency L.J. 5, 16 (2017)(“The  
anti-deprivation rule concerns attempts to remove assets from insolvency proceedings, which reduces the value of the  
bankrupt estate to the detriment of creditors. The pari passu rule concerns attempts to contract out of the statutory  
provisions for pro rata distribution, so that one creditor receives more than his or her proper share of the available  
assets”).  
309 A prudent lawyer may wish to incorporate a term that provides the commercial validation for an ipso facto term.  
See Les Coopérants Société mutuelle d'assurance-vie (Liquidateur) v. Dubois, [1996] 1 S.C.R. 900, 911-12 (“The  
undivided co-owners recognize that they have thus waived an action in partition or for a sale by licitation for a number  
of reasons of common utility, including the possibility of obtaining hypothecary financing on the office tower and the  
desire to avoid the costs, delays, administrative difficulties and low realized prices that would result from an action in  
partition or for a sale by licitation”); Brooks v. Bankson, 445 S.E. 2d 473, 481 (Va. Sup. Ct. 1994)(“And, although the  
Sellers seek to justify their insertion of the $24,500 claim based on their real estate agent's advice that they should  
receive this amount as compensation for the loss of less than four months of the ‘best selling season,’ no such  
justification is found in the contract”) & Worthington, “Good Faith, Flawed Assets and the Emasculation of the UK  
Anti-Deprivation Rule”, 75 Mod. L. Rev. 112, 121 (2012)(“[After Belmont] [t]here will be a dramatic increase in  
defensive drafting as parties attempt to ensure their deprivation provisions are well justified as commercially sensible  
arrangements entered into in good faith”).  
Page: 91  
cannot raise $2 million. T takes the position that the ipso facto clause on which A Co. relies is  
unenforceable. T seeks advice and direction from the court.  
[330] The enforcement of this term does not adversely affect the proportionate interest of each of  
the bankrupt shareholder’s creditors. It is not an equitable distribution problem. The enforcement  
of the ipso facto term reduces the size of the pie310 a fundamentally different complaint.  
[331] This controversy arose in a 1995 Ontario case, Canadian Imperial Bank of Commerce v.  
Bramalea Inc.311 The solvent shopping mall partner was entitled to purchase the bankrupt partner’s  
interest for the lesser of book value or fair market value. The difference was several million  
dollars.  
[332] In a very brief opinion, Justice Blair312 held that the impugned partnership term violated the  
“fraud upon the bankruptcy law” principle and was unenforceable.  
[333] Needless to say, Justice Blair decided this case roughly fourteen years before the 2009  
amendments to the Bankruptcy and Insolvency Act and the Companies’ Creditors Arrangement  
Act313 came into force. There is good reason to believe, based on another bankruptcy judgment of  
Justice Blair, that had he heard this matter after the 2009 amendments were in force he may have  
come to a different conclusion.314  
[334] Justice Blair did not assess the state of the Canadian common law on ipso facto clauses. He  
assumed that ipso facto terms were unenforceable if their effect was the diminution of the debtor’s  
property pool. He referred to two English cases315 and three Canadian cases,316 one of which the  
310 This example engages what English judges and lawyers call the “anti-deprivation rule”. Belmont Park Investments  
Pty v. BNY Corporate Trustee Services Ltd., [2011] UKSC 38, ¶1; [2012] 1 A.C. 383, 397 per Lord Collins of  
Mapesbury (“The anti-deprivation rule is aimed at attempts to withdraw an asset on bankruptcy or liquidation or  
administration, thereby reducing the value of the insolvent estate to the detriment of creditors”). I think of it as the  
“bankrupt’s property pool preservation principle”.  
311 33 O.R. 3d 692 (Gen. Div. 1995). He relied on Borland’s Trustee v. Steel Bros. & Co., [1901] 1 Ch. 279, 291  
(1900)(obiter: “If I came to the conclusion that there was any provision in these articles compelling persons to sell  
their shares in the event of bankruptcy at something less than the price that they would otherwise obtain, such a  
provision would be repugnant to the bankruptcy law”).  
312 33 O.R. 3d 692, 694 (Gen. Div. 1995).  
313 R.S.C. 1985, c. C-36.  
314  
Thibodeau v. Thibodeau, 2011 ONCA 110, ¶37; 104 O.R. 3d 161, 172 (Justice Blair applied the  
negative-implication cannon and refused to treat a claim for a family equalization payment in the same manner as  
other family law claims expressly accorded preferential status under the Bankruptcy and Insolvency Act).  
315 Re Harrison, 14 Ch. D. 19 (C.A. 1880)(the Court declared unenforceable a term in an agreement between Ms.  
Meade, land owner, and Mr. Harrison, builder, that upon the latter’s bankruptcy all improvements and materials on the  
land would vest in the former).  
Page: 92  
Supreme Court of Canada subsequently reversed. Had he the benefit of the Supreme Court’s  
opinion he may have come to another conclusion.317  
[335] Justice Blair concluded that it was dispositive that the partnership term devalued the  
bankrupt’s interest solely because of the partner’s status as a bankrupt and violated the “‘fraud on  
the bankruptcy law’ principle”.318 The diminished value of the bankrupt’s partnership interest had  
a direct impact on the size of the pool representing the value of the bankrupt’s property available  
for distribution to the bankrupt’s creditors. It was not consequential that the term had no adverse  
impact on the percentage recovery of each debtor. This was not a pari passu problem. The  
percentage claim of each creditor remained the same, only the pool was reduced.  
[336] As the bankrupt’s creditors have a statutory interest in the bankrupt’s property, it is of  
central importance to the creditors that the bankruptcy trustee properly identifies the bankrupt’s  
property and asserts control over it. It is this pool from which the bankrupt’s creditors will recover  
a portion or all of the bankrupt’s obligation to them.319  
[337] Capital Steel did not complete the work it promised Chandos Construction that it would  
perform. The estimated completion costs are $22,800. There is no suggestion that Capital Steel has  
any claim against Chandos Construction for this amount and that it constitutes part of the  
bankrupt’s property.  
[338] The controversy is whether the contract provision that allows Chandos Construction to  
set-off the forfeiture amount of $137,330 and that eliminates the $126,818.39 account receivable,  
is unenforceable.320  
316 Re Frechette, 138 D.L.R. 3d 61 (Que. Super. Ct. 1982)(in obiter the Court concluded that an ipso facto term  
entitling solvent shareholders to purchase a bankrupt’s shares at a twenty percent discount was contrary to public  
policy and unenforceable); Les Cooperants Société mutuelle d'assurance-vie (Liquidateur) v. Dubois, 37 C.B.R. 3d  
207 (Que. C.A. 1993)(the Court, in a Winding-Up Act application, held that an ipso facto term allowing a solvent  
co-owner to purchase the insolvent co-owner’s interest at a discount was contrary to public policy and unenforceable),  
rev’d [1996] 1 S.C.R. 900 & Re Knechtell Furniture Ltd., 56 C.B.R. (N.S.) 258 (Ont. Super. Ct. 1985)(the Court  
refused to enforce a pension plan ipso facto term).  
317 Ho, “The Treatment of Ipso Facto Clauses in Canada”, 61 McGill L.J. 139, 167 (2015)(“One can only speculate  
whether the result in Bramalea might have been different had Justice Blair had the benefit of knowing the result in  
Coopérants”).  
318 33 O.R. 3d 692, 693 (Gen. Div. 1995).  
319  
Bankruptcy and Insolvency Act, R.S.C. 1985, c. B-3, s. 71; Insolvency Act 1986, c. 45, s. 306(1)(U.K.);  
Corporations Act 2001, No. 50, s. 474(1)(a) (Austl. Cth); Bankruptcy Act 1966, No. 33, s. 58 (Austl. Cth); Companies  
Act 1993, No. 105, s. 239U (N.Z.); Insolvency Act 2006, No. 55, s. 101(1)(a) (N.Z.) & Bankruptcy Code, 11 U.S.C.,  
§323(a).  
320 The respondent did not argue that Chandos Construction could not set-off the forfeiture amount. It did not allege  
that if Chandos Construction had a claim for the forfeiture amount that it could only advance it as a general creditor. I  
Page: 93  
2.  
The Common Law Does Not Provide a Principled Basis for Declaring  
Section VII Q(d) Unenforceable  
a.  
There Is No Canadian Common Law Rule Precluding the  
Enforcement of Ipso Facto Terms  
[339] There is not now and probably never has been a Canadian common law rule that precludes  
the enforcement of ipso facto terms.321  
[340] When amendments made to the Bankruptcy and Insolvency Act and the Companies’  
Creditors Arrangement Act that denied any force or effect to the natural person bankruptcy and  
corporate restructuring ipso facto terms became law in 2009 they occupied the field and displaced  
any common law norms regarding ipso facto clauses.  
[341] I am also satisfied that in the period preceding the date the 2009 amendments came into  
force that the English fraud-on-the-bankruptcy law principle had never been a generally accepted  
feature of the Canadian common law. 322  
[342] Why would it be necessary for Canadian judges to introduce norms that Parliament never  
considered necessary to protect the core features of the Bankruptcy and Insolvency Act? Most  
judge-made law that is inspired by public-policy considerations does not buttress statutory  
proceed on the assumption that Chandos Construction is entitled to set-off the forfeiture amount if s. VII Q(d) is  
enforceable. See P.I.A. Investments Inc. v. Deerhurst Ltd. Partnership, 20 C.B.R. 4th 116, 123-24 (Ont. C.A. 2000)(the  
Court allowed Canadian Pacific Hotels Corporation to claim an equitable set off to defeat a claim of the receiver) & Re  
Brunswick Chrysler Plymouth Ltd., 2005 NBQB 83, ¶42; 11 C.B.R. 5th 10, 17 (“A valid set-off will inevitably affect  
and alter the priorities in a bankruptcy but that is what... [s. 97(3) of the] BIA contemplates”).  
321 Professor Wood notes that “the ‘fraud upon the bankruptcy law’ principle … can be traced back to the eighteenth  
century in England but … has been applied [in Canada] in only a handful of cases over the past century”. Wood,  
“Direct Payment Clauses and the Fraud Upon the Bankruptcy Law Principle: Re Horizon Earthworks Ltd.  
(Bankrupt)”, 52 Alta. L. Rev. 171, 171 (2014). Ms. Ho made the same point in her excellent article “The Treatment of  
Ipso Facto Clauses in Canada”, 61 McGill L.J. 139, 164 (2015): “Despite the principle’s longstanding history in  
English jurisprudence, the rule has not been widely applied by Canadian courts. ... [There is] little Canadian law that  
applies the anti-deprivation rule”. This condition no doubt prompted her observation that the “validity [of the  
anti-deprivation rule] in Canada ... is debatable”. Id. 163.  
322 Judge-made law evolves to meet the modern needs of the community it serves. States separated by thousands of  
miles and developments reflecting unique social, economic and political patterns may have special needs that demand  
the emergence of features that distinguish their judge-made law from that in force in another common law country that  
has many shared values. See Paciocco v. Australia and New Zealand Banking Group Ltd., [2016] HCA 28, ¶¶7 & 9;  
258 C.L.R. 525, 539 per French, C.J. (“The countries of the common law world have a shared heritage which they owe  
to the unwritten law of the United Kingdom. That shared heritage offers the undoubted advantage, but does not import  
the necessity, of development proceeding on similar lines. ... The common law in Australia is the common law of  
Australia”).  
Page: 94  
frameworks. 323 It modifies other judge-made laws. Judicial refusal to enforce contract terms that  
promote criminal conduct324 or racist values325 are examples of this condition.  
[343] Perhaps the explanation for the English judges’ decision to introduce the  
fraud-on-the-bankruptcy law principle several centuries ago326 was the skeletal nature of early  
English bankruptcy statutes compared to their modern counterparts. “The anti-deprivation rule  
originally developed before the enactment of the modern statutory schemes governing bankruptcy,  
including in particular the wide statutory powers for the challenge of pre-bankruptcy  
transactions”.327 In addition, the early bankruptcy models were very decidedly pro-creditor in their  
orientation328 and the judges of that time may have believed that the fraud-on-the-bankruptcy-law  
principle was consistent with the thrust of the statutory model.  
[344] Regardless of the reasons why seventeenth and eighteenth century English judges thought  
public policy compelled them to act, it is undeniable that the conditions that exist in Canada today  
are fundamentally different from those that were present in England hundreds of years ago.329  
323 E. Farnsworth, Contracts 318 (4th ed. 2004) (“These policies have many bases. Some are grounded on moral values,  
as are the policies against the impairment of family relationships and against gambling. Some are based on economic  
notions, as are the policies against restraint of trade and against restraints on alienation of property. Some arise from a  
desire to protect the institutions of government, as do the policies against encouraging litigation or otherwise  
interfering with the judicial process and those against improperly influencing legislators and other government  
officials”).  
324 See J. Côté, An Introduction to the Law of Contract 107-26 (1974).  
325 Re Drummond Wren, [1945] 4 D.L.R. 674, 679 (Ont. H.C.) (the Court refused to enforce a restrictive covenant  
under which the land purchaser promised not to sell “to Jews or persons of objectionable nationality” on the basis that  
it was “void as against public policy”).  
326 Higinbotham v. Holme, 34 Eng. Rep. 451 (Ex. Ct. 1812).  
327 Niven, “The Anti-deprivation Rule and the Pari Passu Rule in Insolvency”, 25 Insolvency L.J. 5, 19 (2017).  
328 C. Tabb, The Law of Bankruptcy 40 (2d ed. 2009). Courts could sentence fraudulent bankrupts to death after the  
1705 passage of An Act to prevent Frauds frequently committed by Bankrupts. 4 & 5 Anne, c. 4, s. 19. The Capital  
Punishment Act 1820, 1 Geo. 4, c. 115, s. 1 repealed the death penalty provisions. See generally B. Montagu, Thoughts  
upon the Abolition of the Punishment of Death, in Cases of Bankruptcy (1821).  
329 Pope Manufacturing Co. v.Gormully, 144 U.S. 224, 233-34 (1892) per Brown J. (“It is impossible to define with  
accuracy what is meant by that public policy for an interference and violation of which a contract may be declared  
invalid. It may be understood in general that contracts which are detrimental to the interests of the public as understood  
at the time fall within the ban. The standard of such policy is not absolutely invariable or fixed, since contracts which  
at one stage of our civilization may seem to conflict with public interests, at a more advanced stage are treated as legal  
and binding”) & Newfoundland and Labrador v. AbitibiBowater Inc., 2012 SCC 67, ¶47; [2012] 3 S.C.R. 443, 467  
(the Court acknowledged that insolvency legislation often responds to evolving social conditions). See Reben,  
“Legislative and Judicial Confusion Concerning Executory Contracts in Bankruptcy”, 89 Dick. L. Rev. 1029, 1034  
(1985)(“In ancient India and Nepal ... a creditor fasted at his debtor’s door pending satisfaction of the debt, presuming  
that no debtor would allow his creditor to starve to death. Ancient Hindu law allowed a creditor to seize his debtor and  
force him to work off his debt. Alternatively, a creditor could maim or kill the debtor, confine his wife, sons, or cattle,  
or besiege him in his own home”).  
Page: 95  
[345] In any event, the Supreme Court of Canada has never recognized and applied the  
fraud-on-the-bankruptcy-law principle.330 Indeed, it has implicitly held that it does not exist.331  
[346] My research reveals that only one provincial appeal court the Court of Appeal of  
Ontario332 has applied this norm. It did so in a very short opinion without explaining why.  
[347] There are only a few lower court decisions that have applied or acknowledged the  
existence of this principle. 333 “The anti-deprivation rule ... has not been widely used [in  
Canada]”.334  
[348] I will first examine the top court’s jurisprudence.  
330 In Hobbs, Osborne & Hobbs v. Ontario Loan and Debenture Co., 18 S.C.R. 483, 504, an 1890 appeal, Justice  
Strong referred to the fraud-on-the-bankruptcy-law principle in English common law when there was no bankruptcy  
legislation in Canada. This was not an insolvency case. Professor Wood reports that “Canada had no bankruptcy law at  
all during the period from 1880 to 1919.” R. Wood, Bankruptcy and Insolvency Law 34 (2d ed. 2015).  
331 Les Coopérants Société mutuelle d'assurance-vie (Liquedateur) v. Dubois, [1996] 1 S.C.R. 900.  
332 Trustee of Aircell Communications Inc. v. Bell Mobility Cellular Inc., 2013 ONCA 95; 14 C.B.R. 6th 276. See also  
P.I.A. Investments Inc. v. Deerhurst Ltd. Partnership, 20 C.B.R. 4th 116, 127 (Ont. C.A. 2000)(the Court  
acknowledged that Canadian Imperial Bank of Commerce v. Bramalea Inc. discussed the fraud-on-the-bankruptcy  
law principle) & Re Wetmore, [1924] 4 D.L.R. 66, 76 (N.B. Sup. Ct. App. Div.) (the Court, in obiter, acknowledged  
the fraud-on-the-bankruptcy-law principle).  
333 See National Bank of Canada v. Scollard Energy Ltd., 2018 ABQB 126, ¶55 (the Court, relying on Canadian  
Imperial Bank of Commerce v. Bramalea Inc., assumed that the anti-deprivation principle was a feature of the current  
Canadian common law); Re Westerman (Bankrupt), 1998 ABQB 946; 8 C.B.R. 4th 313 (Master Quinn held that a  
partnership term reducing a bankrupt partner’s capital payout by fifty percent could not thwart a claim by the  
bankrupt’s trustee for payout of the full capital account), rev’d on other grounds, 1999 ABQB 708; 275 A.R. 114 (the  
Court of Queen’s Bench expressed its agreement with Canadian Imperial Bank of Commerce v. Bramalea Inc.);  
1183882 Alberta Ltd. v. Valin Industrial Mill Installations Ltd., 2011 ABQB 440, ¶44; 521 A.R. 281, 289 (the Court  
did not recognize the “fraud upon the bankruptcy law” as a principle with broad effect: “In my view, it is inappropriate  
to paint all insolvency proceedings with the same broad brush without regard to the nature of the proceedings, the  
effects of the impugned covenant, and all other relevant circumstances”), aff’d, 2012 ABCA 62, ¶8; 64 Alta. L.R. 5th  
163, 170 (the Court expressly declined to comment on any bankruptcy or insolvency issues); Canadian Imperial Bank  
of Commerce v. Bramalea Inc., 33 O.R. 3d 692, 694 (Gen. Div. 1995) (“The principle is sometimes referred to as that  
of ‘fraud upon the bankruptcy law’, by which is meant not necessarily ‘fraud’ in the sense of dishonesty or  
impropriety, but fraud in the effect”); Re Knechtel Furniture Ltd., 56 C.B.R. (N.S.) 258 (Ont. Super. Ct. 1985) (the  
Court held that a pension plan term allocating a surplus to the pension plan beneficiaries on the bankruptcy of the  
employer could not be invoked to deny the bankrupt’s trustee claim to the portion of the surplus attributable to the  
bankrupt’s contribution); Re Frechette, 42 C.B.R. (N.S.) 50 (Que. Super. Ct. 1982)(the Court held that a shareholders  
agreement term that obliged a bankrupt shareholder to sell his shares for eighty-percent of their fair market value could  
not be enforced against the bankrupt shareholder’s bankruptcy trustee) & Re Barrington & Vokey Ltd., 48 C.B.R. 3d  
270 (N.S. Sup. Ct. 1996) (the Court refused to enforce a construction subcontract term that allowed a general  
contractor to use subcontractor property that was on the site when the subcontractor became bankrupt).  
334 Ho, “The Treatment of Ipso Facto Clauses in Canada”, 61 McGill L.J. 139, 170 (2015). See also Niven, “The  
Anti-deprivation Rule and the Pari Passu Rule in Insolvency”, 25 Insolvency L.J. 5, 6 (2017) (“There is little case law  
in New Zealand on the anti-deprivation rule”).  
Page: 96  
[349] In A.N. Bail Co. v. Gingras,335 the case referred to earlier, there was no dispute as to what  
amounts the general contractor owed the bankrupt subcontractor. The controversy turned on  
whether the general contractor could pay these undisputed amounts to the bankrupts’ creditors as  
opposed to the bankruptcy trustee, notwithstanding the bankrupt’s proprietary interest in the  
accounts receivable. There was a leap-frogging term in the contract that sanctioned this payment.  
Section 71 of the Bankruptcy and Insolvency Act expressly stipulates that the bankrupt’s property  
immediately vests in the bankruptcy trustee and, without a doubt, prohibited this payment. There  
was no need to resort to the common law to resolve the question.336 And the Court did not.  
[350] The Supreme Court of Canada’s opinion in Les Coopérants Société mutuelle  
d'assurance-vie (Liquidateur) v. Dubois337 leads me to conclude that that Canadian common law  
does not incorporate the English fraud-on-the-bankruptcy law principle. Co-owners of Quebec real  
property agreed that there would be no partition of the properties for thirty-five years and that if  
one of the co-owners obtained a court liquidation order, the solvent co-owner could purchase the  
insolvent co-owner’s interest for seventy-five percent of the market value. A co-owner, under the  
Winding-Up Act,338 applied for the appointment of a liquidator, no doubt convinced that the ipso  
facto term was prejudicial to the bankrupt’s creditors’ interests.339 The solvent co-owner invoked  
the sale provision. The liquidator applied to the Quebec Superior Court for a declaration that the  
mandatory-sale term was unenforceable against the liquidator.  
335 [1982] 2 S.C.R. 475.  
336  
See International Air Transport Assoc. v. Ansett Australia Holdings Ltd. (subject to a Deed of Company  
Arrangement), [2008] HCA 3, ¶76; 234 C.L.R. 151, 181 (“the Clearing House arrangements ... operated as to give  
British Eagle an asset, the money claim against Air France, and that in the face of the mandatory operation of s. 302 of  
the Companies Act 1948 (UK), this asset could not be captured for the netting-off system. ... No recourse to ‘public  
policy’ would be called for”).  
337 [1996] 1 S.C.R. 900.  
338 R.S.C. 1985, c. W-11. “The Winding Up Act had been enacted in 1882 in order to deal with insolvent companies”.  
R. Wood, Bankruptcy and Insolvency Law 35 (2d ed. 2015). The Winding-Up Act became the Winding-Up and  
Restructuring Act in 1996. An Act to Amend, Enact and Repeal Certain Laws Relating to Financial Institutions, S.C.  
1996, c. 6, s. 133. “The Winding-Up and Restructuring Act ... is the only insolvency regime that can be used in  
connection with the insolvency of banks, insurance companies, trust companies, and loan companies”. R. Wood,  
Bankruptcy and Insolvency Law 16 (2d ed. 2015).  
339 See Perpetual Trustee Co. v. BNY Corporate Trustee Services Ltd., [2009] EWCA Civ 1160, ¶¶86 & 148; [2010]  
Ch. 347, 384-85 per Lord Neuberger, M.R. (“as BBCW must pay market value (indeed, at least market value) for the  
shares, the [anti-deprivation] rule cannot be engaged”) & 401 per Patten L.J. (“An option to acquire shares in the event  
of bankruptcy is not objectionable on the grounds of public policy unless the price paid for the shares would constitute  
an undervalue”).  
Page: 97  
[351] Justice Trudel declared that the mandatory-sale term was binding and enforceable against  
the insolvent co-owner and the liquidator. In effect, he concluded that the bankrupt co-owner did  
not have a property interest in the twenty-five percent discount. Part of his reasons follow:340  
[T]he undivided co-owners took care that disorder would not ensue and protected  
themselves from the difficulties that would result should one of them become  
insolvent. They [protected] themselves from the coerciveness of a judicial sale  
and [avoided] having a new partner imposed on them. They limited or eliminated  
the right to assign their shares and included in the contracts a mechanism and  
conditions for terminating the indivision.  
There was no reason they could not provide for the future resolution of the  
contract in the event that either of them failed to fulfil his or its obligations.  
Bankruptcy and winding-up are events upon which an obligation may validly be  
conditional and there was nothing to prevent the co-owners from providing in  
advance for the termination of indivision in such a case. …  
In addition, the clauses ... relating to default, mandatory or default sale and partition  
or sale by licitation are in no way contrary to public order or good morals.  
[352] The likelihood that Justice Trudel would have referred to both bankruptcy and winding-up  
regimes when discussing an insolvency topic had he not assumed that they share fundamental  
feature is very low.  
[353] The Quebec Court of Appeal allowed the liquidator’s appeal.341 Justice Beauregard, for the  
Court, opined that “[i]f this way of proceeding were allowed, security law would serve no  
purpose”.342 He stated that there must be an orderly distribution of a debtor’s property under both  
the Winding-Up Act and the Bankruptcy and Insolvency Act.343  
[354] Justice Beauregard must have concluded that the contested ipso facto term deprived the  
bankrupt co-owner of its interest in the full value of the property and that this term was  
unenforceable.  
[355] Nothing in Justice Beauregard’s opinion suggests that he disagreed with the proposition  
that the Bankruptcy and Insolvency Act and the Winding-Up Act have comparable foundational  
values.  
340 [1992] R.J.Q. 2574, 2577-78 (emphasis added).  
341 [1994] R.J.Q. 55; 37 C.B.R. 3d 207.  
342 Id. 57.  
343 Id. 58.  
Page: 98  
[356] The Supreme Court agreed with Justice Trudel and reversed the Quebec Court of Appeal.344  
[357] Justice Gonthier wrote for the Court.  
[358] His judgment displays two themes.  
[359] First, he emphasized at the outset the fact that the terms to which the liquidator objected  
were “the contractual will of the two parties, both of whom were knowledgeable about real estate  
investments”.345 Later, he again emphasized the underlying importance of freedom-of-contract  
values:346  
The principle that must guide the court in exercising its discretion in such a case is  
that of respect for contracts signed in good faith prior to the winding-up, unless the  
obligations contained therein are prejudicial to the other creditors and give rise to  
an unjust preference in light of all the circumstances, in which case equitable relief  
will be available.  
[360] Second, Justice Gonthier confirmed that the purpose of the Winding-Up Act “is to arrange  
for the closing down of the company’s business in an orderly and expeditious manner while  
minimizing, as far as possible, the losses and harm suffered by both the creditors and other  
interested parties and by distributing the assets in accordance with the Act”.347  
[361] Justice Gonthier adopted a common-sense approach to this problem. He asked whether  
“the harm caused to the other unsecured creditors would be disproportionate to the harm caused to  
the appellant, given the nature of his claim, by a failure to comply with the agreements and would  
create an unjust preference in his favour”.348  
[362] Satisfied that the enforcement of the contested terms would not impose on the unsecured  
creditors of the insolvent co-owner a measure of harm disproportionate to that the solvent  
co-owner would endure if deprived of the right to rely on the contested term, Justice Gonthier  
found in the solvent co-owner’s favour.  
[363] There is no direct or indirect reference to the fraud-on-the-bankruptcy principle or any of  
the case law on the topic, including the Bramalea case, in Justice Gonthier’s opinion. It is hard to  
square this with the notion that the fraud on the bankruptcy principle plays an important role in  
Canada’s insolvency law.  
344 [1996] 1 S.C.R. 900.  
345 Id. 912.  
346 Id. 918.  
347 Id. 915-16.  
348 Id. 919.  
Page: 99  
[364] I will now refer to the one case out of the Ontario Court of Appeal that does acknowledge  
the fraud-on-the-bankruptcy principle.  
[365] In Trustee of Aircell Communications Inc. v. Bell Mobility Cellular Inc., 349 the Court, in a  
fourteen-paragraph opinion, declared that a term in a dealership contract relieving Bell Mobility of  
the obligation to pay Aircell Communications $188,981 for outstanding commissions upon the  
latter’s bankruptcy was unenforceable against the bankrupt’s trustee. The Court, relying on  
Canadian Imperial Bank of Commerce v. Bramalea Inc., 350 assumed that there was a  
fraud-on-the-bankruptcy-law principle in force in Canada. But, as noted above, the 1995 judgment  
also assumed that the principle should be applied in Canada. The Court of Appeal gave no  
consideration to the effect s. 84.2 of the Bankruptcy and Insolvency Act or s. 34 of the Companies’  
Creditors Arrangement Act had on the enforceability of corporate ipso facto terms or the effect of  
Les Coopérants Société mutuelle d'assurance-vie (Liquidateur) v. Dubois351 on the issue before it.  
Neither of these statutory provisions were in force when Justice Blair decided Bramalea.  
[366] There is only one Alberta case the outcome of which turned on the application of the  
fraud-on-the-bankruptcy law principle.352  
[367] It is Re Westerman (Bankrupt), a 1998 case.353 At issue was the enforceability of a  
law-partnership term that reduced a bankrupt partner’s capital account by fifty percent. Master  
Quinn ordered the law firm to pay the bankrupt’s trustee 100 percent of the former partner’s capital  
account. He did so because “[t]o allow the partnership to take 50% of what is probably the  
bankrupt’s largest available asset would be to grant an unjust preference to the partnership”.354 To  
have reached this conclusion the Master must have concluded that the ipso facto term did abridge  
the bankrupt’s property interest in his capital account and that the term was unenforceable.  
[368] The law firm successfully appealed to the Court of Queen’s Bench.355 While Justice Agrios  
sided with the law firm on another ground and disposed of the appeal on that basis, he made this  
349 2013 ONCA 95; 14 C.B.R. 6th 276.  
350 33 O.R. 3d 692 (Gen. Div. 1995).  
351 [1996] 1 S.C.R. 900.  
352  
Justice Topolniski adverted to the fraud-on-the-bankruptcy law principle in 1183882 Alberta Ltd. v. Valin  
Industrial Mill Installations Ltd., 2011 ABQB 440, ¶¶34-42; 521 A.R. 281, 288-89, but she did not apply it. Whether  
a lessee had a right to acquire the leased premises or not would have no impact on any creditors of the lessee. Justice  
Topolniski held that “the only persons affected by the Insolvency Clause are [the lessee] and ... [the lessor]. The  
creditors have not been prejudiced. Consequently, the higher principle of safeguarding the integrity of the insolvency  
system in these circumstances does not override the parties' freedom of contract”. 2011 ABQB 440, ¶47; 521 A.R.  
281, 290.  
353 1998 ABQB 946; 8 C.B.R. 4th 313.  
354 Id. at ¶23; 8 C.B.R. 4th at 318.  
355 1999 ABQB 708; 275 A.R. 114.  
Page: 100  
obiter observation:356 “I accept the proposition that a provision in a partnership agreement which  
reduces value from creditors is void as it violates the public policy of equitable and fair distribution  
amongst unsecured creditors in insolvency situations”. He cited the Bramalea case as authority for  
this proposition.  
[369] Justice Agrios made this observation roughly ten years before s. 84.2 of the Bankruptcy  
and Insolvency Act and s. 34 of the Companies’ Creditors Arrangement Act came into force.  
[370] Enforcing the law partnership insolvency term would not in any way adversely affect the  
percentage payment the bankrupt’s creditors would receive, assuming that the law partnership was  
not a creditor of the bankrupt. But its enforcement as against the bankruptcy trustee would reduce  
the size of the bankrupt’s property pool. This must have been the concern that troubled Justice  
Agrios.  
b.  
The English Common Law Has Changed  
[371] There is no historical consensus as to the scope of the English fraud-on-the-bankruptcy law  
principle.357  
[372] Some judges have held that it has sufficient vigor to deprive contract terms of their plain  
and ordinary meaning if the effect of the term is the diminution of the bankrupt’s property pool to  
358  
the detriment of the bankrupt’s creditors.  
For these judges there is a bankrupt’s  
356 Id. at ¶6; 275 A.R. at 115.  
357 Money Markets Ltd. v. London Stock Exchange, [2002] 1 W.L.R. 1150, 1182 (Ch. 2001) (“it is not possible to  
discuss a coherent rule, or even an entirely coherent set of rules, to enable one to assess in any particular case whether  
such a provision (a ‘deprivation provision’) falls afoul of the principle”).  
358 Re Johns, [1928] 1 Ch. 737, 748 (Ch.) (the Court declared unenforceable a mortgage term that benefitted the  
mortgagee if the mortgagor declared bankruptcy: “[A mortgagee] cannot make a bargain with the mortgagor which  
secures to him, the mortgagee, a greater advantage if the mortgagor becomes bankrupt than he would get if he does  
not”); Ex p. Barter, 26 Ch. D. 510 (C.A. 1884) (the Court declared void and unenforceable a provision in a  
shipbuilding contract that allowed the buyer, on the bankruptcy of the ship builder, to claim control of the ship and  
ownership of any materials of the ship builder intended for use in constructing the ship); Ex p. Jay, 14 Ch. D. 19, 25  
(C.A. 1880)(the Court declared unenforceable a term in the building agreement that transferred title to the owner to all  
building material on the property on the bankruptcy of the builder: “a simple stipulation that, upon a man’s becoming  
bankrupt, that which was his property up to the date of the bankruptcy should go over to someone else and be taken  
away from his creditors, is void as being a violation of the policy of the bankrupt law”); Ex p. Mackay, L.R. 8 Ch. App.  
643 , 647 (1873)(the Court declared unenforceable a term that allowed the bankrupt’s creditor to maintain all royalties  
payable to the bankrupt until the bankrupt’s debt to the creditor was extinguished: “a man is not allowed, by stipulation  
with a creditor, to provide for a different distribution of his effects in the event of bankruptcy from that which the law  
provides. ... [T]his is a clear attempt to evade the operation of the bankruptcy laws”); Whitmore v. Mason, 70 Eng.  
Rep. 1031, 1034 (Ch. 1861) (the Court declared unenforceable a mining partnership agreement that transferred a  
bankrupt partner’s interest to the solvent partners for a discounted rate: “the law is too clearly settled to admit of a  
shadow of a doubt that no person possessed of property can reserve that property to himself until he shall become  
bankrupt, and then provide that, in the event of his coming bankrupt, it shall pass to another and not to his creditors”)  
& Higinbotham v. Holme, 34 Eng. Rep. 451, 453 (Ch. 1811) (the Court declared unenforceable a trust provision that  
Page: 101  
property-pool-preservation rule that has teeth. A contract term that has the effect of reducing the  
bankrupt’s property pool is unenforceable.  
[373] On the other hand, there is a group of judges who gave the contested text its plain and  
ordinary meaning unless it is obvious that the parties set out to defeat the purpose of the  
bankruptcy status.359 This cohort denies there is an ipso facto rule.  
[374] The House of Lord’s 1975 judgment in British Eagle International Airlines Ltd. v.  
Compagnie Nationale Air France360 illustrates the nature of the judicial divide.  
[375] British Eagle was an airline operator that held a membership in the International Air  
Transportation Association. IATA operated a clearing house that on a monthly basis tabulated  
whether each member was in a positive or negative position with another member airline. An  
airline that provided services of a greater value than the other member provided to it was in a  
positive position with respect to the other airline. That same airline might be in a negative position  
with other airlines. At the end of the month IATA would assess the overall position of all the  
member airlines. It would collect funds from members in a negative position and pay the members  
in a positive position.361 By the term of the clearing house rules a member could not maintain a  
claim against another; the claim was against IATA. The clearing house rules functioned the same  
way without regard to whether a member was in liquidation.  
terminated the settlor’s interest in the trust property on his becoming a bankrupt, in favour of his wife: “this is a direct  
fraud upon the Bankrupt Laws ... I cannot assimilate this to the case of the wife’s property limited until the bankruptcy  
of her husband; or to the case of a lease made determinable by the bankruptcy of the lessee”).  
359 Money Markets International Stockbrokers Ltd. v. London Stock Exchange Ltd., [2002] 1 W.L.R. 1150 (Ch. D.  
2001)(the Court declared enforceable a rule of the London Stock Exchange that cancelled the membership of a  
member that failed to fulfil its obligation to a fellow L.S.E. member and transferred the bankrupt’s share to the L.S.E.  
for no consideration); Re Apex Supply Co., [1942] Ch. 108, 114 (Ch. 1941) (the Court upheld a term in a hire-purchase  
agreement that obliged the hirer to pay an additional sum if the hirer went into liquidation and the owner retook  
possession of the goods: “[I]t would be extravagant, in my view, to suggest that the clause is aimed at defeating the  
bankruptcy laws or at providing for a distribution differing from that which the bankruptcy laws permit”); Bombay  
Official Assignee v. Shroff, 48 T.L.R. 443, 446 (P.C. 1932)(Bombay)(the Privy Council held that a stock broker whose  
membership in the stock exchange was terminated because he was unable to meet his obligations to his fellow  
members had no interest that could be passed on to an insolvency assignee); Borland’s Trustee v. Steel Bros. & Co.,  
[1901] 1 Ch. 279 (Ch. 1900)(the Court enforced a term in a company’s articles of incorporation compelling a bankrupt  
shareholder to sell its shares to a particular person at a fair price) & Ex p. Newitt, 16 Ch. D. 522, 531 (C.A. 1881)(the  
Court enforced a term in a lease agreement between the lessor/owner and the lessee/builder providing that the  
lessor/owner may terminate the lease on the bankruptcy of the lessee and claim ownership of all the builder/lessee’s  
property left on the premises: “The broad general principle is that the trustee in bankruptcy takes all the bankrupt’s  
property, but takes it subject to all the liabilities which affected it in the bankrupt’s hands, unless the property which he  
takes as the legal personal representative of the bankrupt is added to by express provision of the bankruptcy law”).  
360 [1975] 1 W.L.R. 758.  
361 Id. 762-63 per Lord Morris & 772 & 775 per Lord Cross.  
Page: 102  
[376] British Eagle went into liquidation in 1968. The liquidator of British Eagle commenced an  
action against Air France for the difference of the value of the services British Eagle rendered to  
Air France and the value of the services Air France rendered to British Eagle in an accounting  
period during which British Eagle was insolvent. It alleged that this amount was the property of  
British Eagle under s. 302 of the Companies Act 1948.362 Air France denied that it owed British  
Eagle anything.  
[377] Both the trial judge,363 the Court of Appeal364 and two law lords365 were of the view that the  
IATA clearing house rules that deprived British Eagle of any property interests against member  
airlines were enforceable as against British Eagle’s liquidator.  
[378] Three law lords held the opposite view. They ignored the ordinary meaning of the clearing  
house rules, convinced that these provisions were contrary to public policy, and classified Air  
France’s obligation to British Eagle as s. 302 property.366 As a result, the creditors of British Eagle  
were declared to be entitled to the positive differential as between British Eagle and Air France.  
The effect of the clearing house rules on other creditors of British Eagle was the litmus test for  
invalidity.  
[379] Lord Cross gave the judgment that reflected the majority’s opinion. The key passage in his  
speech follows:367  
[T]he respondents are saying …that the parties to the "clearing house"  
arrangements by agreeing that simple contract debts are to be satisfied in a  
particular way have succeeded in "contracting out" of the provisions contained in  
section 302 [of the Companies Act 1948] for the payment of unsecured debts “pari  
passu”. In such a context it is to my mind irrelevant that the parties to the "clearing  
house" arrangements had good business reasons for entering into them and did not  
direct their minds to the question how the arrangements might be affected by the  
insolvency of one or more of the parties. Such a "contracting out" must, to my  
mind, be contrary to public policy.  
362 Companies Act 1948, c. 38, s. 302 (“Subject to the provision of this Act as to preferential payments, the property of  
a company shall, on the winding-up, be applied in satisfaction of its liabilities pari passu”).  
363 [1973] 1 Lloyd’s Rep. 414.  
364 [1974] 1 Lloyd’s Rep. 429, 434 (“[Insolvency] laws require that the property of an insolvent company shall be  
distributed pro rata among its unsecured creditors: but the question here is whether the claim asserted against Air  
France is property of British Eagle. In our judgment it is not”).  
365 Lord Morris & Lord Simon. The Australian High Court, in International Air Transport Assoc. v. Ansett Australian  
Holdings Ltd., [2008] HCA 3; 234 C.L.R. 151, held that IATA was the creditor of an insolvent airline member, unlike  
the majority of the House of Lords.  
366 [1975] 1 W.L.R. 758, 781 per Lord Cross.  
367 Id. 780.  
Page: 103  
[380] Lord Morris followed a different path.368 He was satisfied that “[t]here is no trace in the  
scheme of any plan to divert money in the event of a liquidation”.369 He gave effect to the ordinary  
meaning of the clearing house rule. Lord Morris held that Air France was not indebted to British  
Eagle and that British Eagle had no property interest that the liquidator could attach:370  
I see no reason to think that the contracts which were entered into by the members  
of the Clearing House offended against the principles of our insolvency laws. ...  
Services rendered during October and the first few days of November were in my  
view rendered under perfectly lawful contracts which were made in the same way  
as contracts had been made for years past. Because of the terms of the contracts  
which were made the Appellants had no claims against and no rights to sue other  
individual members of the Clearing House. It is a general rule that a trustee or  
liquidator takes no better title to property than that which was possessed by a  
bankrupt or a company. In my view the liquidator ... cannot remould contracts  
which were validly made.  
[381] Lord Simon of Glaisdale expressed his “entire” agreement with Lord Morris and added this  
gloss:371  
Since this was a bona fide commercial transaction, and not a “deliberate device” to  
give a preference on liquidation, nor was that “the whole scope and object” of the  
interline agreement, nor its “dominant intention”, nor was it “aimed at anything of  
that kind”, the liquidator of British Eagle has no higher claim than the company had  
before liquidation.  
[382] In 2011 the United Kingdom Supreme Court abandoned the ground the majority of the  
House of Lords occupied when deciding British Eagle International Airlines Ltd. v. Compagnie  
Nationale Air France.372 Writing for six of the seven justices hearing Belmont Park Investments  
Pty Ltd. v. BNY Corporate Services Ltd.,373 Lord Collins adopted a new test that increased the  
likelihood significantly that ipso facto terms would be enforced.374 This new standard placed much  
368 Id. 769.  
369 Id. 763.  
370 Id. 769.  
371 Id. 771.  
372 [1975] 1 W.L.R. 758.  
373 [2011] UKSC 38; [2012] 1 A.C. 383. For an excellent discussion of Belmont see Niven, "The Anti-deprivation  
Rule and the Pari Passu Rule in Insolvency", 25 Insolvency L.J. 5 (2017).  
374 Professor Worthington much prefers the American approach to ipso facto clauses. “The pivotal issue ... is defining  
when party autonomy must give way to the insolvency-triggered deprivation rule ... . The answer, surely, and as Lord  
Mance would have it, is that it must give way every time the parties’ agreement avoids the normal operation of the  
Page: 104  
greater importance on the freedom of contract values and much less emphasis on the  
anti-deprivation or pool-protection rule that underlies bankruptcy legislation. Now a court must  
ask if the contract under review reveals an intention to evade the insolvency laws, as the following  
extract from Lord Collin’s speech documents:375  
[C]ommercial sense and absence of intention to evade insolvency laws have been  
highly relevant factors in the application of the anti-deprivation rule. Despite  
statutory inroads, party autonomy is at the heart of English commercial law. Plainly  
there are limits to party autonomy … because the interests of third party creditors  
will be involved. But … it is desirable that, so far as possible, the courts give effect  
to contractual terms which parties have agreed. And there is a particularly strong  
case for autonomy in cases of complex financial instruments ... .  
No doubt that is why, except in the case of a blatant attempt to deprive a party of  
property in the event of liquidation ... the modern tendency has been to uphold  
commercially justifiable contractual provisions which have been said to offend the  
anti-deprivation rule ... . The policy behind the anti-deprivation rule is clear, that  
the parties cannot, on bankruptcy, deprive the bankrupt of property which would  
otherwise be available for creditors. It is possible to give that policy a common  
sense application which prevents its application to bona fide commercial  
transactions which do not have as their predominant purpose, or one of their main  
purposes, the deprivation of the property of one of the parties on bankruptcy.  
The security was in commercial reality provided by the noteholders to secure what  
was in substance their own liability, but subject to terms, including the provisions  
for noteholder priority and swap counterparty priority, in a complex commercial  
transaction entered into in good faith. There has never been any suggestion that  
those provisions were deliberately intended to evade insolvency law.  
[383] The Supreme Court was keenly aware that the law already enforced  
forfeiture-on-bankruptcy terms in land leases376 and terms that identified the bankruptcy of the  
insolvency statute”. Worthington, “Good Faith, Flawed Assets and the Emasculation of the UK anti-Deprivation  
Rule”, 75 Mod. L. Rev. 112, 115-16 (2012).  
375 Id. at ¶¶103, 104 & 109; [2012] 1 A.C. at 421 & 422. See also id at ¶151; [2012] 1 A.C. at 434 per Lord Mance  
(“The more difficult question concerns the character of transaction and the state of mind which will attract the  
operation of the anti-deprivation principle. In my opinion, the court has to make an objective assessment of the  
purpose and effect of the relevant transaction or provision in bankruptcy”).  
376 Id. at ¶85; [2012] 1 A.C. at 417 per Lord Collins (“The lease cases show that such a provision is regarded by the law  
as effective to bring the lease to an end whether the lease is expressed (a) to run “until bankruptcy” or (b) as a lease  
with "a proviso for forfeiture" in that event. The result has not depended upon linguistic differences of expression”) &  
Page: 105  
grantee or beneficiary as the event terminating the grantee’s or beneficiary’s interest.377 In other  
words, the new Belmont Park Investment test increases the likelihood that ipso facto terms would  
be enforced and complements specific rules that had been in force for centuries.378  
[384] The English common law anti-deprivation rule did not apply to limited interests. This  
meant that ipso facto terms relating to leases and licenses could be enforced.379  
c.  
The Common Law Should Enforce Corporate Ipso Facto Terms  
That Serve Reasonable and Defensible Commercial Purposes  
[385] If I erred in concluding that the fraud-on-bankruptcy principle is not a part of the Canadian  
common law after 2009, I would adopt the essential components of the standard that Lord Collins  
introduced in Belmont Park Investments Pty. Ltd. v. BNY Corporate Services Ltd. 380 His  
formulation celebrates the primacy of party autonomy and freedom of contract values.  
id at ¶123; [2012] 1 A.C. at 425 per Lord Walker (“There are some reasonably well demarcated areas in which it is  
clear that the [anti-deprivation rule] principle does not apply. One is the grant of a lease, in which the reservation of a  
power of re-entry and forfeiture in the event of bankruptcy is standard practice, is unquestionably valid, and is  
recognised by statute”).  
377 Id. at ¶86; [2012] 1 A.C. at 417 per Lord Collins (“licences of intellectual property expressed to determine (or to be  
determinable on notice) on bankruptcy of the licensee are valid; and interests under protective trusts granted by the  
settlor to a beneficiary until the beneficiary's bankruptcy”) & id. at ¶124; [2012] 1 A.C. at 425 per Lord Walker (“a  
settlor can validly settle his own property so as to confer on another person an interest terminable on the bankruptcy of  
that other person”). See Re Bailey, 11 C.B.R. 399 (Ont. H. Ct. 1930), aff’d, 11 C.B.R. 444 (App Div. 1930)(the Court  
enforced a provision in a will that paid trust fund income to the testator’s son so long as the son was not a bankrupt and  
the testator’s grandson if the son became a bankrupt).  
378 Judge Peck of the Bankruptcy Court of the Southern District of New York came to the opposite conclusion on the  
same facts in Lehman Brothers Holdings Inc. v. BNY Corporate Trustee Services Ltd., 422 B.R. 407 (S.D.N.Y 2010).  
The Bankruptcy Code compelled this result. 422 B.R. 407, 420 (“The Court finds that the provision in the Transaction  
Documents purporting to modify LBSF’s right to a priority distribution solely as a result of a chapter 11 filing  
constitute unenforceable ipso facto clauses”).  
379 Sections 65.1(2) and 84.2(2) of the Bankruptcy and Insolvency Act specifically state that ipso facto terms relating to  
leases are of no force or effect. While s. 65.1(2) also refers to licensing agreements, no mention is made of them in s.  
84.2, the bankruptcy ipso facto provision. Ms. Ho suggests that the omission may be inconsequential “Although it is  
only section 65.1(2) of the BIA that mentions licenses, it is unlikely that ipso facto provisions would be enforceable  
under ... [s. 84.2(2) because it uses] the term “agreement” ... Licenses might fall under the term “agreement”. Section  
65.1 was enacted first, as part of the 1992 amendments, and so it may have been overly careful drafting”. Ho, “The  
Treatment of Ipso Facto Clauses in Canada”, 61 McGill L.J. 139, 180 (2015).  
380 [2011] UKSC 38; [2012] 1 A.C. 383. Professor Wood, one of Canada’s leading insolvency scholars, favors the  
effects-based test. Professor Wood is of the view that the effects-based test is consistent with the “tide of legislative  
reform in Canada” and Justice Blair’s 1995 Bramalea decision. R. Wood, Bankruptcy and Insolvency Law 89-90 (2d  
ed. 2015). But this argument cuts both way. While it is true that s. 84.2 of the Bankruptcy and Insolvency Act denies  
the force of natural person ipso facto clauses, because of their adverse effects on the bankrupt’s estate, it is equally true  
that the Bankruptcy and Insolvency Act does not declare corporate ipso facto terms unenforceable. As I assert below, if  
Page: 106  
[386] Lord Collins’ model denies enforceability only to ipso facto clauses that manifest a blatant  
attempt to hijack the bankrupt’s property and defeat the legitimate interests of the bankrupt’s  
creditors memorialized in the bankruptcy statute. It accords full force and effect to ipso facto terms  
that serve reasonable and defensible commercial purposes.  
[387] There is no compelling reason to deny a corporate bankruptcy ipso facto term its full effect  
if its most important feature is the advancement of a reasonable and defensible commercial  
purpose and it bestows on the nonbankrupt party a benefit that is not significantly greater than is  
necessary to promote the nonbankrupt party’s legitimate commercial interests.  
[388] This formulation represents a modest infringement on party autonomy and freedom of  
contract values and it acknowledges the legislative primacy on a topic that is the subject of  
comprehensive statutory regulation both by the Bankruptcy and Insolvency Act 381 and the  
Companies’ Creditors Arrangement Act.382  
[389] Under these circumstances, an effects-based test is not very appealing.  
[390] I return to the golf course example to illustrate the application of this norm. Both A Co. and  
B Co. agreed that the bankruptcy of one would trigger an option to purchase the bankrupt’s shares  
in C Co. for eighty percent of fair market value - $1.6 million. This strikes me as an eminently  
defensible transaction that ought not to be set aside. There were reasonable and defensible  
commercial purposes that explained the term’s value to A Co. and B Co. The enforcement of the  
corporate bankruptcy ipso facto term did not bestow on A Co. a benefit that was significantly  
greater than is necessary to promote A Co.’s legitimate commercial interests. Its presence was not  
a sign of a blatant attempt to undermine important interests of the bankrupt’s creditors.  
[391] But suppose that the corporate bankruptcy ipso facto term gave A Co. the option to  
purchase the bankrupt’s shares for one-tenth of fair market value. In the absence of a cogent  
explanation in the shareholders agreement for this significant haircut, the likelihood that an  
adjudicator would conclude that the benefit this bestows on A Co. is significantly greater than is  
necessary to protect A Co.’s legitimate commercial interests increases significantly.  
Parliament had intended to ban corporate ipso facto provisions, it would have said so. It is also important to remember  
that Justice Blair decided Bramalea fourteen years before the 2009 amendments came into force. There is a good  
reason to question whether Justice Blair would have come to a different conclusion had the case been resolved after  
2009.  
381 R.S.C. 1985, c. B-3, s. 84.2.  
382 R.S.C. 1985, c. C-36, s. 34.  
Page: 107  
[392] If this standard were applied to the facts in Canadian Imperial Bank of Commerce v.  
Bramalea Inc.,383 the ipso facto term relied on by the nonbankrupt partner may well be suspect.  
[393] Commercial certainty is a neutral factor when assessing both the effects-based and  
commercial-purposes tests. Each of them contain features that make the result predictable. They  
are bright-line standards. The difference is that they rest at opposite ends of the  
likelihood-of-enforcement spectrum. Utilization of an effects-based test will deny most ipso facto  
terms of any force. Adoption of the commercial-purposes standard will have the opposite impact –  
most corporate ipso facto terms will be enforced.  
d.  
Section VII Q(d) Serves a Reasonable and Defensible  
Commercial Purpose and Is Enforceable  
[394] Section VII Q(d) is enforceable.  
[395] Its only purpose is to promote the commercial interests of Chandos Construction. Capital  
Steel’s bankruptcy will undoubtedly inconvenience Chandos Construction and cause it to divert  
management and administrative resources to deal with Capital Steel’s unexpected absence from  
the condominium project.  
[396] There is no basis whatsoever to support an allegation that this term is the embodiment of an  
intention to undermine the statutorily recognized interests of Capital Steel’s creditors.  
[397] I am satisfied that s. VII Q(d)’s most important feature is the advancement of a reasonable  
and defensible commercial purpose and that its enforcement does not bestow a benefit on Chandos  
Construction that is significantly greater than is necessary to protect Chandos Construction’s  
legitimate commercial interests.  
3.  
The Bankruptcy and Insolvency Act Does Not Provide a Statutory Basis  
for Declaring Section VII Q(d) Unenforceable  
[398] If there is a Canadian common law relating to ipso facto terms and the Ontario Court of  
Appeal’s judgment in Trustee of Aircell Communications Inc.384 correctly states the common law,  
views I reject, it follows that s. VII Q(d) is inconsistent with this effects-based standard.  
[399] Under this scenario, and only this scenario, is it necessary to consider whether the  
Bankruptcy and Insolvency Act provides a complete code for the regulation of bankruptcy ipso  
383 33 O.R. 3d 692 (Gen. Div. 1995).  
384 2013 ONCA 95; 14 C.B.R. 6th 276. Contra Perpetual Trustee Co. v. BNY Corporate Trustee Services Ltd., [2009]  
EWCA Civ 1160; [2010] Ch. 347 (the Court rejected the effects-based test) & International Air Transport Assoc. v.  
Ansett Australia Holdings Ltd. (Subject to Deed of Company Arrangement), [2008] HCA 3, ¶¶27-29; 234 C.L.R. 151,  
168-69 per Gleeson CJ (the Court rejected the effects-based test).  
Page: 108  
facto terms and deprives the common law relating to bankruptcy ipso facto clauses of any residual  
force.  
[400] There is no express provision in the Bankruptcy and Insolvency Act that declares corporate  
bankruptcy ipso facto terms of no force.  
[401] A fundamental principle of bankruptcy law is that it does not alter private law rights unless  
a specific provision in the Bankruptcy and Insolvency Act has this effect.385  
[402] There are three important statutory interpretation principles that must be considered.  
[403] The first is that legislators are presumed to know the law statutory and judge made.386  
Legislation designed to ameliorate the effect of the common law cannot be effective unless the  
legislators have a sound understanding of its strengths and weaknesses. The common law is  
frequently the backdrop for legislative forays.387  
[404] The first principle explains why I canvassed the Canadian jurisprudence to ascertain  
whether there was a generally recognized common law fraud-on-the-bankruptcy-law principle,  
and if so, its characteristics.388 I concluded that there was no generally recognized Canadian  
common law on this topic.  
[405] No more need be said about the first principle.  
[406] The second sound principle is that a statute does not change the common law unless the  
text clearly reveals this purpose.389  
385 R. Wood, Bankruptcy and Insolvency Law 6 (2d ed. 2015).  
386 Frame v. Smith, [1987] 2 S.C.R. 99, 112 per La Forest J. (“There is ... [a] presumption that the Legislature must be  
taken to have known the pre-existing law”).  
387  
Cuthbertson v. Rasouli, 2013 SCC 53, ¶18; [2013] 3 S.C.R. 341, 356 (“The Common Law Backdrop”) &  
2747-3174 Québec Inc. v. Quebec, [1996] 3 S.C.R. 919, 972 per L'Heureux-Dubé, J. (the common law is a “basic  
fabric” or “background canvas”).  
388  
2747-3174 Québec Inc. v. Quebec, [1996] 3 S.C.R. 919, 978 per L'Heureux-Dubé, J. (“To determine what  
interaction there is between the common law and statute law, it is necessary to begin by analysing, identifying and  
setting out the applicable common law, after which the statute law's effect on the common law must be specified by  
determining what common law rule the statute law codifies, replaces or repeals, whether the statute law leaves gaps  
that the common law must fill and whether the statute law is a complete code that excludes or supplants all of the  
common law in the specific area of law involved”) & Cuthbertson v. Rasouli, 2013 SCC 53, ¶22; [2013] 3 S.C.R. 341,  
358 (“Many provinces found the common law regime for the treatment of incapable patients unsatisfactory and  
devised new approaches through legislation”).  
389 Slaight Communications Inc. v. Davidson, [1989] 1 S.C.R. 1038, 1077 (“in the absence of a clear provision to the  
contrary, the legislator should not be assumed to have intended to alter the pre-existing ordinary rules of common  
law”); The Queen v. Corbett, [1988] 1 S.C.R. 670, 700-01 per McIntyre J. (“To admit such a discretion would be  
Page: 109  
[407] If my determination that the fraud-on-the-bankruptcy-law principle is not a part of the  
Canadian common law is correct, this principle does not come into play. There is no common law  
to change.  
[408] But if this assessment is incorrect and the fraud-on-the-bankruptcy-law principle is an  
integral part of the Canadian common law, the next logical inquiry is this: Does the text of the  
Bankruptcy and Insolvency Act clearly reveal an intention to alter the common law?  
[409] In order to answer this query, consideration must be given to the third important statutory  
interpretation principle the negative-implication canon. A text that attaches either positive or  
negative consequences to one thing and makes no mention of related things implies that the  
consequences linked to the existence of other things does not attach to the unmentioned other  
thing.390  
tantamount to holding that Parliament could not by clear legislative enactment alter the common law”); Schiell v.  
Morrison, [1930] 2 W.W.R. 737, 741 (Sask. C.A. 1930) (“if it is clear that [the legislature intended] ... to abrogate the  
common law ... the provisions of the statute must prevail”); Canada v. Khosa, 2009 SCC 12, ¶50; [2009] 1 S.C.R. 339,  
373 per Binnie, J. (“I readily accept, of course, that the legislature can by clear and explicit language oust the common  
law in this as in other matters”); Ocean Port Hotel Ltd. v. British Columbia, 2001 SCC 52, ¶27; [2001] 2 S.C.R. 781,  
796 (“Where the intention of the legislature, as here, is unequivocal, there is no room to import common law doctrines  
of independence”); Valard Construction Ltd. v. Bird Construction Co., 2016 ABCA 249, n. 150; 57 C.L.R. 4th 171,  
n. 150 per Wakeling, J.A. (“A statute does not alter the common law unless a fair reading supports the contrary  
conclusion”); R. Sullivan, Sullivan on the Construction of Statutes 538-39 (6th ed. 2014)(“Although legislation is  
paramount, it is presumed that legislatures do not intend to interfere with common law rights ... or generally to change  
the policy of the common law”) & A. Scalia & B. Garner, Reading Law: The Interpretation of Legal Texts 319  
(2012)(“statutes will not be interpreted as changing the common law unless they effect the change with clarity. ...  
[T]he alteration of prior law must be clear but it need not be express, nor should its clear implication be distorted”).  
390 Century Services Inc. v. Canada, 2010 SCC 60, ¶¶45-46; [2010] 3 S.C.R. 379, 406-07 (“there is no express  
statutory basis for concluding that GST claims enjoy a preferred treatment under the ... [Companies’ Creditors  
Arrangement Act] or the ... [Bankruptcy and Insolvency Act]. Unlike source deductions, which are clearly and  
expressly dealt with under both these insolvency statutes, no such clear and express language exists in these Acts  
carving out an exception for GST claims. ... The internal logic of the ... [Companies’ Creditors Arrangement Act] also  
militates against upholding the ... [Excise Tax Act] deemed trust for GST. The ... [Companies’ Creditors Arrangement  
Act] imposes limits on a suspension by the court of the Crown’s rights in respect of source deductions but does not  
mention the ... [Excise Tax Act] ... . Since source deductions deemed trusts are granted explicit protection under the ...  
[Companies’ Creditors Arrangement Act], it would be inconsistent to afford a better protection to the ... [Excise Tax  
Act] deemed trust absent explicit language in the ... [Companies’ Creditors Arrangement Act]”); Schreyer v. Schreyer,  
2011 SCC 35, ¶20; [2011] 2 S.C.R. 605, 617 (the Court expressly approved the following statement from Thibodeau v.  
Thibodeau, 2011 ONCA 110, ¶37; 104 O.R. 3d 161, 172: “unsecured creditors are to be treated equally and the  
bankrupt’s assets to be distributed amongst them equally subject to the scheme provided in s. 136 of the ... [Bankruptcy  
and Insolvency Act]. Parliament has not accorded any preferred or secured position to a [family law] claim for an  
equalization payment. While it has recently chosen to amend the ... [Bankruptcy and Insolvency Act] to give certain  
debts or liabilities arising in relation to claims for support and/or alimony a preferred status, Parliament has made no  
such provision for equalization claims in relation to family property”) (emphasis in original); Newfoundland and  
Labrador v. AbitibiBowater Inc., 2012 SCC 67, ¶33; [2012] 3 S.C.R. 443, 462 (“If Parliament had intended that the  
debtor always satisfy all remediation costs, it would have granted the Crown a priority with respect to the totality of  
Page: 110  
[410] Suppose that railway-safety legislation declares that railroads must equip locomotives and  
passenger cars with heart defibrillator machines. The negative-implication canon supports the  
conclusion that the statute lists all the rolling stock that must have heart defibrillators on them and  
that no other type of rolling stock must be so equipped. This means that the railroads have no  
statutory obligation to place these expensive machines on freight cars or any other rolling stock  
that is not either a locomotive or a passenger car. A related inference is that the text would have  
listed freight cars and cabooses had the legislators intended the statute to apply to them.  
[411] Section 84.2(1) of the Bankruptcy and Insolvency Act attaches specific consequences to a  
natural person’s bankruptcy.391 It prohibits a party who has a contract with a bankrupt natural  
the debtor’s assets. ... [T]he fact that the Crown’s priority under s. 11.8(8) of the ... [Companies’ Creditors  
Arrangement Act] is limited to the contaminated property and certain related property leads me to conclude that to  
exempt environmental orders would be inconsistent with the insolvency legislation”); Grigby v. Oakes, 126 Eng. Rep.  
1420, 1422 (Ex. Ct. 1801) per Heath J. (“the several provisions of the [recently passed Bank Act] making ... [Bank of  
England notes] good legal tender in certain excepted cases excludes the idea of their being so generally in cases not  
provided for by the act”) & per Chambre, J. (“If the legislature have not gone far enough, it is for them, not for us to  
remedy the defect. Indeed, making bank notes a good tender in certain cases specifically provided for, they appear to  
me to have negatived the construction we are now desired to put upon the act”); Patrolmen’s Benevolent Assoc. v. City  
of New York, 359 N.E. 2d 1338, 1341 (N.Y. Ct. App. 1976)(“Had the Legislature intended that the wage freeze also  
apply to situations involving judicially mandated salary increases, they were free, assuming arguendo constitutional  
validity, to draft appropriately worded legislation … . We could but note that the statute in question was adopted some  
two months after the July 1 judgment requiring that the city pay the salary increase and we must assume the  
Legislature was well aware of this fact when the statute was passed. Other statutes, adopted at the same time as the  
wage freeze law and also seeking to alleviate the financial plight of the city, by their very terms have specific  
application to judgments”); R. Sullivan, Sullivan on the Construction of Statutes 248 (6th ed. 2014) (“An implied  
exclusion argument lies whenever there is reason to believe that if the legislature had meant to include a particular  
thing within its legislation, it would have referred to that thing expressly. Because of this expectation, the legislature’s  
failure to mention the thing becomes grounds for inferring that it was deliberately excluded. Although there is no  
express exclusion, exclusion is implied”); Corry, “Administrative Law and the Interpretation of Statutes”, 1 U.  
Toronto L.J. 286, 298 (1936) (“if Parliament in legislating speaks only of specific things and specific situations, it is a  
legitimate inference that the particulars exhaust the legislative will”) & A. Scalia & B. Garner, Reading Law: The  
Interpretation of Legal Texts 107 (2012) (“The [negative-implication] doctrine applies only when ... the thing  
specified ... can reasonably be thought to be an expression of all that shares in the grant or prohibition involved”)  
(emphasis in original).  
391 Sections 365(e)(1) and 541(c)(1)(B) of the Bankruptcy Code does so for natural person and corporate ipso facto  
terms. See Lehman Brothers Holdings Inc. v. BNY Corporate Trustee Services Ltd., 422 B.R. 407, 414-15 (S.D.N.Y  
2010)(“The Bankruptcy Code of 1978 effected a change in the treatment of contract or lease clauses that would seek to  
modify the relationships of contracting parties due to the filing of a bankruptcy petition-so-called ipso facto clauses. ...  
It is now axiomatic that ipso facto clauses are, as a general matter, unenforceable”); Reloeb Co. v. LTV Corp, 1993  
U.S. Dist. LEXIS 6130, 15-16 (“Section 365 [of the Bankruptcy Code] abrogates the power of ipso facto clauses. No  
default may occur pursuant to an ipso facto clause and no reliance may be placed upon an alleged default where the  
only cause for default is the debtor’s commencement of a bankruptcy case”) & Lyons Savings & Loan Assoc. v.  
Westside Bancorporation, Inc., 828 F. 2d 387, 393 n 6 (7th Cir. 1987) (“Section 365(e) of the Bankruptcy Code  
invalidates ipso facto or bankruptcy termination clauses which permit one contracting party to terminate or even  
modify an executory contract or unexpired lease in the event of the bankruptcy of the other contracting party”). See  
also Bankruptcy Act 1966 (Cth), No. 33, s. 301 (1)(a) (Austl.) (“A provision in a contract or agreement for the sale of  
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person from terminating or amending the agreement “by reason only of the individual’s  
bankruptcy”. It also prohibits a counterparty from invoking a provision in the agreement that  
obliges the bankrupt natural person to make an accelerated payment or forfeit something to which  
the bankrupt natural person is otherwise entitled. Section 84.2(5) expressly declares that “[a]ny  
provision in an agreement that has the effect of providing for, or permitting, anything that, in  
substance, is contrary to this section is of no force or effect”.392  
[412] No other provision of the Bankruptcy and Insolvency Act attached comparable  
consequences like those recorded in s. 84.2 to corporate ipso facto clauses.  
[413] Section 34 of the Companies’ Creditors Arrangement Act declares that corporate  
restructuring ipso facto terms are of no force or effect.  
[414] Parliament’s decision to treat corporate bankruptcy and receiverships differently than  
natural person bankruptcies and corporate restructuring might be attributable, as Ms. Ho suggests,  
to the fact that “the debtor is not expected to continue as a going concern and its assets are simply  
awaiting liquidators. In contrast, in a proceeding under the CCAA, the objective is for the debtor  
company to successfully restructure, so there is greater concern to maintain the statutes quo.393  
[415] What is the consequence of this disparate treatment of natural person and corporate ipso  
facto clauses and corporate restructuring ipso facto terms?  
[416] Professor Wood opines that “[i[f the debtor is a corporation or other artificial entity, the  
validity of the provision will be determined through the application of the common law  
anti-deprivation principle”.394  
[417] I cannot agree.  
[418] Parliament, with the introduction in 2009395 of s. 84.2 of the Bankruptcy and Insolvency Act  
and s. 34 of the Companies Creditors’ Arrangement Act, has occupied the field396 and the common  
property, in a lease of property, in a hire-purchase agreement, in a licence or in a PPSA security agreement to the effect  
that ... the contract, agreement, lease, hire-purchase agreement, license or PPSA security agreement is to terminate ... if  
the purchaser, lessee, hirer, licensee or PPSA grantor or debtor becomes a bankrupt or commits an act of bankruptcy ...  
under this Act is void”).  
392 This is an example of a statutory provision that explicitly declares an agreement inconsistent with the statute  
unenforceable. As Professor Farnsworth explains, “[t]he court’s function ... is merely statutory interpretation”). E.  
Farnsworth, Contracts 315 (4th ed. 2004).  
393 Ho, “The Treatment of Ipso Facto Clauses in Canada”, 61 McGill L.J. 139, 182 (2015).  
394 R. Wood, Bankruptcy and Insolvency Law 179 (2d ed. 2015). No explanation is provided for this assertion.  
395 Economic Recovery Act (Stimulus), S.C. 2009, c. 31, s. 64.  
396 Century Services Inc. v. Canada, 2010 SCC 60, ¶13; [2010] 3 S.C.R. 379, 393 (“The [Bankruptcy and Insolvency  
Act] ... offers a self-contained legal regime providing for both reorganization and liquidation”). See also Perpetual  
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law on ipso facto clauses, whatever form it assumed, is not applicable. Because the Bankruptcy  
and Insolvency Act does not declare corporate ipso facto terms unenforceable, they must be  
enforced as written.397  
[419] I am unable to conclude that Parliament’s failure to declare corporate ipso facto terms  
unenforceable supports any other inference but that it came to the conclusion that these provisions  
were not sufficiently harmful, if at all, to the integrity of the bankruptcy regime to warrant the  
same treatment as s. 84.2 accords natural person ipso facto terms and s. 34 gives corporate  
restructuring ipso facto terms.398  
[420] Parliament’s decision to establish a separate regime for natural person and corporate  
bankruptcy ipso facto terms and not follow the framework American 399 and Australian 400  
legislators favor is indisputable evidence that Parliament does not regard corporate ipso facto  
clauses as a significant threat to the welfare of Canada’s corporate bankruptcy regime.401  
[421] If Parliament had intended the skeletal Canadian common law on ipso facto terms to apply  
to corporate ipso facto clauses, it would have said so.402 Given the paucity of pre-2009 cases on this  
Trustee Co. v. BNY Corp. Trustee Services Ltd.,[2009] EWCA Civ 1160, ¶172; [2010] Ch. 347, 410 per Patten L.J.  
(“Whatever may have been the position in the nineteenth century, the Insolvency Act now contains a detailed code for  
determining and regulating the property of a bankrupt or insolvent company for the benefit of its general creditors. The  
Act itself says and does all that is necessary. ...When Parliament has expressly considered the categories of  
transactions which should not be allowed to survive bankruptcy or liquidation I can see no proper basis on which the  
court can arrogate to itself the right to widen the sanction of invalidity so as to encompass transactions which the  
application of the Insolvency Act would leave untouched. That should be something for the legislature alone to  
decide”).  
397 Bankruptcy Code, 11 U.S.C. §§ 365(e) & 541(c) (most corporate ipso facto terms are unenforceable); Lehman  
Brothers Holdings Inc. v. BNY Corporate Trustee Services Ltd., 422 B.R. 407, 415 (S.D.N.Y. 2010)(“It is now  
axiomatic that ipso facto clauses are, as a general matter, unenforceable”) & Treasury Laws Amendment (2017  
Enterprise Incentives No. 2) Act, No. 112 (Austl. Cth)(prohibits the enforcement of some corporate ipso facto clauses).  
398 See Century Services Inc. v. Canada, 2010 SCC 60, ¶¶45-46; [2010] 3 S.C.R. 379, 406-07 (the Court refused to  
grant the Crown priority to GST claims, given that the applicable insolvency legislation expressly accorded priority to  
Crown claims over source deduction funds held by the insolvent debtor and made no mention of GST claims) &  
Newfoundland and Labrador v. AbitibiBowater Inc., 2012 SCC 67; [2012] 3 S.C.R. 443(the Court concluded that the  
Crown’s priority under the Companies’ Creditors Arrangement Act was restricted to contaminated property, as  
expressly stated in the Act, and not all remediation costs, which was not stated in the Act).  
399 Bankruptcy Code, 11 U.S.C. §§ 363, 365(e) & 541(c).  
400 Bankruptcy Act 1966, No. 33, s. 301 (Cth) & Treasury Laws Amendment (2017 Enterprise Incentives No. 2) Act,  
No. 112 (Cth).  
401 See Parliament of the Commonwealth of Australia, House of Representatives, Treasury Laws Amendment (2017  
Enterprise Incentives No. 2) Bill 2017 Explanatory Memorandum, Chptr 2.  
402 E.g., Bankruptcy Code, 11 U.S.C. §510(c)(1) (“the Court may ... under principles of equitable subordination,  
subordinate for purposes of distribution all or part of an allowed claim to all or part of another allowed claim”). See C.  
Page: 113  
topic, I cannot conclude that the common law was sufficiently developed to justify  
Parliamentarians relying on it for any purpose. If the common law was hostile to ipso facto  
provisions, why did Parliament have to legislate in 2009 to prohibit their enforcement in the  
context of natural person bankruptcies?403 In the United States a comprehensive ban on the  
enforcement of ipso facto terms was introduced in 1978 because courts regularly applied ipso facto  
terms.404  
[422] As well, there are several mechanisms built into the Bankruptcy and Insolvency Act that are  
designed to protect the bankrupt’s estate or property pool. For example, as Professor Wood notes  
“[t]he trustee has a variety of powers that can be used to impeach pre-bankruptcy transactions”.405  
If Parliamentarians believed that the prohibition of corporate bankruptcy ipso facto terms was a  
sound pool-preservation measure, would the Bankruptcy and Insolvency Act not have said so? Yes.  
[423] In short, the Bankruptcy and Insolvency Act occupies the field. 406 Natural person  
bankruptcy ipso facto terms captured by s. 84.2 are unenforceable. Corporate bankruptcy ipso  
Tabb, The Law of Bankruptcy 723 (2d ed. 2009) (“Codification of the doctrine of equitable subordination ... was not  
intended either to alter existing practice or to freeze the doctrine in place”).  
403 I accept Professor Wood’s observation that s. 84.2 of the Bankruptcy and Insolvency Act rejected “the traditional  
exclusion of determinable interests such as leases and intellectual property licences”. R. Wood, Bankruptcy and  
Insolvency Law 90 (2d ed. 2015). But s. 84.2 has wider scope than this.  
404 The Bankruptcy Reform Act of 1978, Pub. L. No. 95-598, 92 Stat. 2549 prohibited the enforcement of ipso facto  
terms. Previously courts had routinely enforced ipso facto clauses. C. Tabb, The Law of Bankruptcy 854 (2d ed. 2009)  
& In Re Chateaugay Corp., 1993 U.S. Dist. LEXIS 6130, 14 (S.D.N.Y) (“The Bankruptcy Code of 1978 effected a  
change in the treatment of contract or lease clauses that modify the relationships of contracting parties due to the filing  
of a bankruptcy petition. Although such clauses were enforced prior to 1978, the new code rendered unenforceable  
contract provisions that altered the rights or obligations of a debtor as a result of the debtor’s commencement of a case  
under the Bankruptcy Code. ... Section 365 [of the Bankruptcy Code] abrogates the power of ipso facto clauses”).  
405 R. Wood, Bankruptcy and Insolvency Law 188 (2d ed. 2015).  
406 Frame v. Smith, [1987] 2 S.C.R. 99, 112 (“It seems obvious to me that the Legislature intended to devise a  
comprehensive scheme for dealing with these [family law custody] issues. If it had contemplated additional support by  
civil action, it would have made provision for this, especially given the rudimentary state of the common law”);  
1183882 Alberta Ltd. v. Valin Industrial Mill Installation Ltd., 2012 ABCA 62, ¶34; 64 Alta. L.R. 5th 163, 176 per  
McDonald, J.A. (“This principle [common law anti-deprivation rule] has been largely codified in section 65.1 of the ...  
Bankruptcy and Insolvency Act”) & Foley v. Imperial Oil Ltd., 2011 BCCA 262, ¶29; [2011] 9 W.W.R. 652, 661-62  
(“The [Occupier’s Liability] Act provides a complete code regarding the duty of an occupier of land. Reference to  
earlier common law cases ... may ... result in legal error if the wrong standard of care (one based on the common law  
categories) is applied, rather than the statutory standard of care”). The United Kingdom Supreme Court came to a  
different conclusion in Belmont Park Investments Pty Ltd. v. BNY Corporate Trustee Services Ltd.,[2011] UKSC 38;  
[2012] 1 A.C. 383. Lord Collins of Mapesbury said this: “The anti-deprivation rule is too well-established to be  
discarded despite the detailed provisions set out in modern insolvency legislation, all of which must be taken to have  
been enacted against the background of the rule”. Id at ¶102; [2012] 1 A.C. at 421. As noted above, the  
anti-deprivation is not a “well-established” feature of Canadian bankruptcy law. Several lower court opinions that  
apply a principle does not justify the claim that the principle is “well-established”. Valard Construction Ltd. v. Bird  
Construction Co., 2016 ABCA 249, ¶172; 57 C.L.R. 4th 171, 231 per Wakeling, J.A. (“It is not obvious to me that  
Page: 114  
facto terms that do not contravene any provisions of the Bankruptcy and Insolvency Act are valid  
and enforceable.407  
[424] A prohibition against corporate bankruptcy ipso facto clauses may be sound, but this is an  
assessment that Parliament must make.408 Until Parliament acts, the courts must respect party  
autonomy and the freedom of contract and enforce corporate bankruptcy ipso facto terms.  
VII. Conclusion  
[425] I would dismiss the appeal.  
Appeal heard on November 28, 2017  
Reasons filed at Edmonton, Alberta  
this 29th day of January, 2019  
Wakeling J.A.  
Alberta courts have ever applied Dominion Bridge and that Alberta's construction community has proceeded on the  
assumption that a labour and material performance bond trustee has no obligation to take reasonable measures to bring  
the bond's existence to the attention of beneficiaries or potential beneficiaries”) & 2018 SCC 8, ¶23 per Brown, J.  
(“case authorities from a single province [do not constitute a practice in an industry]”). See also Official Assignee v.  
NZL Life Superannuation Nominees Ltd., [1995] 1 N.Z.L.R. 684, 691-92 (H. Ct. 1994)(the Court rejected the  
defendant’s argument that the Insolvency Act 1867 constituted a complete code and that an ipso facto term was  
enforceable unless the enactment said otherwise).  
407 Ho, “The Treatment of Ipso Facto Clauses in Canada”, 61 McGill L.J. 139, 173 (2015)(“Corporate bankrupts and  
receiverships are notable exceptions from these provisions governing ipso facto clauses in the BIA and CCAA, which  
suggests that such clauses are still enforceable in both of these cases”).  
408 Schreyer v. Schreyer, 2011 SCC 35, ¶38; [2011] 2 S.C.R. 605, 625 (“The best way to address the potentially  
inequitable impact of bankruptcy law on the division of family assets would be to amend the ... [Bankruptcy and  
Insolvency Act]”); Sun Indalex Finance, LLC v. United Steelworkers, 2013 SCC 6, ¶82; [2013] 1 S.C.R. 271, 316  
(“courts should not use equity to do what they wish Parliament had done through legislation”); Zeitel v. Ellscheid,  
[1994] 2 S.C.R. 142, 152 (“It is beyond the power of a court to interfere in a carefully crafted legislative scheme  
merely because it does not approve of the result produced by a statute in a particular case”) & Money Markets Ltd. v.  
London Stock Exchange, [2002] 1 W.L.R. 1150, 1175 (Ch. 2001)(“This argument could be said to have particular  
force in light of the sophisticated and detailed legislative apparatus enshrined in the Insolvency Act 1986 and  
Insolvency Rules 1986”).  
Page: 115  
Appearances:  
V.L. Merritt  
for the Appellant  
D.R. Bieganek, Q.C.  
for the Respondent  


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