HIGHLANDS INSURANCE GROUP INC
424B3, 1999-06-08
FIRE, MARINE & CASUALTY INSURANCE
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                                   PROSPECTUS

                        HIGHLANDS INSURANCE GROUP, INC.

                           AGENCY STOCK PURCHASE PLAN

                         500,000 shares of Common Stock
                                par value $1.00
                 ---------------------------------------------

          The Agency Stock  Purchase Plan (the "Plan")  described  herein offers
eligible  agencies of Highlands  Insurance Group,  Inc.'s  subsidiary  insurance
companies  an  opportunity  to  acquire  a  proprietary  interest  in  Highlands
Insurance  Group,  Inc. (the  "Company")  and share in its long-term  profitable
growth.

          Shares of Common  Stock  for the Plan  will be made  available  by the
Company on the terms  described  herein and may be shares of  treasury  stock or
authorized  but unissued  shares.  The purchase price for shares of Common Stock
purchased  from the Company will be ninety percent (90%) of the closing price of
the Common Stock as reported by the New York Stock Exchange ("NYSE") on the last
trading day of the applicable Subscription Period. The Common Stock is listed on
the NYSE under the symbol "HIC."

          There will be no  brokerage  commissions  or service  charges upon the
purchase  of shares  under the Plan.  The  Company  will bear all other costs of
administering the Plan.  ChaseMellon  Shareholder  Services LLC ("ChaseMellon"),
the Company's transfer agent, will be issuing regular statements under the Plan.

          It  is  recommended  that  this  Prospectus  be  retained  for  future
reference. _____________________________________________

THESE  SECURITIES  HAVE NOT BEEN APPROVED OR  DISAPPROVED  BY THE SECURITIES AND
EXCHANGE  COMMISSION OR ANY STATE  SECURITIES  COMMISSION NOR HAS THE SECURITIES
AND  EXCHANGE  COMMISSION  OR ANY STATE  SECURITIES  COMMISSION  PASSED UPON THE
ACCURACY OR ADEQUACY OF THIS PROSPECTUS. ANY REPRESENTATION TO THE CONTRARY IS A
CRIMINAL OFFENSE.
 <TABLE>

<S>                           <C>                           <C>                     <C>
                                Price to                                             Proceeds to
                                Public                      Commissions              Company2
Per Share                       See Footnote1                  None                  100%
Total                           See Footnote1                  -0-                   100%
- -------------                  -----------------         ---------------           -------------

<FN>
1    Common  Stock is offered to  participants  in the Plan at a discount of ten
     percent (10%) from the closing price on the NYSE on the last trading day of
     the applicable  Subscription  Period.  The closing price of Common Stock on
     the NYSE on June 1, 1999 was $10.625.
</FN>

<FN>
2    Before  deducting  expenses  payable by the  Company  estimated  at $20,000
</FN>
                            -------------------------
</TABLE>
                  The date of this Prospectus is June 3, 1999
<PAGE>

                             AVAILABLE INFORMATION

          The Company has filed with the Securities and Exchange Commission (the
"Commission")   a  Registration   Statement  on  Form  S-3  (the   "Registration
Statement")  (which term includes any  amendments  thereto) under the Securities
Act with respect to the Common Stock offered hereby. This Prospectus, which is a
part of the  Registration  Statement,  does not contain all the  information set
forth in the Registration  Statement and the exhibits and schedules thereto,  to
which  reference  is hereby made for  further  information  with  respect to the
Company  and the  Common  Stock to which  this  Prospectus  relates.  Statements
contained  herein  concerning the provisions of any document are not necessarily
complete and, in each  instance,  reference is made to the copy of such document
filed  as  an  exhibit  to  the  Registration  Statement  for  a  more  complete
description  of the  matter  involved  and each such  statement  shall be deemed
qualified in its entirety by such reference.

          The  Registration  Statement  and the exhibits and  schedules  thereto
filed by the Company  with the  Commission  may be  inspected  and copied at the
public  reference  facilities  maintained by the Commission at 450 Fifth Street,
N.W.,  Washington,  D.C.  20549,  and at the regional  offices of the Commission
located at Seven World Trade Center,  New York, New York 10048 and  Northwestern
Atrium  Center,  500  West  Madison  Street,   Suite  1400,  Chicago,   Illinois
60661-2511.  Copies of such materials may be obtained from the Public  Reference
Section of the Commission,  450 Fifth Street, N.W.,  Washington,  D.C. 20549, at
prescribed rates.

          The  Company  is  subject  to the  informational  requirements  of the
Securities Exchange Act of 1934, as amended (the "Exchange Act"). So long as the
Company is subject to the periodic  reporting  requirements of the Exchange Act,
it will continue to furnish the reports and other  information  required thereby
to the Commission.  Reports and other  information filed by the Company pursuant
to the  requirements  of the  Exchange  Act may be  inspected  and copied at the
public  reference  facilities  maintained by the Commission at 450 Fifth Street,
N.W.,  Washington,  D.C.  20549,  and at the regional  offices of the Commission
located at Seven World Trade Center,  New York, New York 10048, and Northwestern
Atrium  Center,  500  West  Madison  Street,   Suite  1400,  Chicago,   Illinois
60661-2551.  The Common  Stock is listed on the NYSE.  Information  filed by the
Company  with the NYSE may be  inspected  at the offices of the NYSE at 20 Broad
Street,   New  York,  New  York  10005.  Such  material  may  also  be  accessed
electronically   by  means  of  the  Commission's  home  page  on  the  Internet
(http://www.sec.gov).

                     INFORMATION INCORPORATED BY REFERENCE

          The following  documents  filed with the Commission  are  incorporated
into this Prospectus by reference:

          (1) the  Company's  Annual  Report  on Form  10-K for the  year  ended
December 31, 1998;

          (2) the  description  of the Common Stock  contained in the  Company's
Registration   Statement  on  Form  10  filed  on  October  27,  1995,  as  such
Registration  Statement  may be  amended  from  time to  time  for  purposes  of
updating, changing or modifying such description; and

          (3) All reports filed by the Company since December 31, 1998, pursuant
to Section 13(a) or 15(d) of the Exchange Act.

          All documents  filed by the Company after the date of this  Prospectus
pursuant to Sections 13(a), 13(c), 14 or 15(d) of the Exchange Act, prior to the
termination of the offering,  shall be deemed to be incorporated by reference in
this Prospectus and to be a part hereof from the date of such documents.

          Any   statement   contained   in  a  document  or  other   information
incorporated or deemed to be incorporated herein by reference shall be deemed to
be modified or superseded  for purposes of this  Prospectus to the extent that a
statement  contained  herein or in any other  subsequently  filed document which
also  is or is  deemed  to be  incorporated  herein  by  reference  modifies  or
supersedes  such statement.  Any such statement so modified or superseded  shall
not be deemed, except as so modified or superseded, to constitute a part of this
Prospectus.

          The Company will provide without charge to each person,  including any
beneficial owner, to whom a copy of this Prospectus has been delivered, upon the
written or oral request of such person,  a copy of any and all of the  documents
or other information referred to above which have been or may be incorporated by
reference in this Prospectus, except that exhibits to such documents will not be
provided  unless  they are  specifically  incorporated  by  reference  into such
documents.  Requests  for  copies of any such  document  should be  directed  to
Highlands  Insurance Group, Inc., 10370 Richmond Avenue,  Houston,  Texas 77042,
Attention - Charles Bachand, Vice-President and Chief Financial Officer.

                                  THE COMPANY

          Highlands  Insurance Group,  Inc. is an insurance holding company that
through its  subsidiaries  is engaged in the  property  and  casualty  insurance
business.  Until January 23, 1996, the Company was a wholly-owned  subsidiary of
Halliburton Company. On that date, the shares of the Company's Common Stock were
distributed  to  holders  of record of common  stock of  Halliburton  Company on
January 4, 1996 in the form of a dividend.

          Unless the context  otherwise  requires,  references herein and in any
Prospectus  Supplement to the "Company"  shall mean Highlands  Insurance  Group,
Inc. and its subsidiaries.

          The Company is a Delaware  corporation  with its  principal  executive
offices located at 1000 Lenox Drive, Lawrenceville,  New Jersey 08648, where its
telephone number is (609) 896-1921.




<PAGE>



                               DESCRIPTION OF THE
                           AGENCY STOCK PURCHASE PLAN

          The  following  is a  description  in question  and answer form of the
provisions  of the Plan  offered  to  selected  independent  insurance  agencies
("Eligible  Agencies") of the Company and subsidiary  insurance  companies.  The
Plan was approved by the Company's Board of Directors on March 9, 1998.

Purpose and Advantages of the Plan

     1.   What is the purpose of the Plan?

          This Plan  provides  an  Eligible  Agency  and its Key  Employees,  as
defined below, an opportunity to acquire a long-term proprietary interest in the
Company  through the purchase of the  Company's  Common Stock at a discount from
fair market value. In offering this Plan, the Company seeks to foster the common
interests of the Company and its  independent  agencies  and their  employees in
achieving long-term profitable growth for the Company.  Accordingly, the Company
has  created  this Plan for the  purpose of  facilitating  the  purchase  of and
long-term  holding  of  shares of its stock by an  Eligible  Agency  and its Key
Employees and not for such  Agency's or Key  Employees'  short-term  gain. It is
expected that an Eligible Agency or Key Employee that purchases  shares of stock
under the Plan will hold such  shares on a long-term  basis,  as the Plan is not
intended  to  benefit  an agency or  employee  which  demonstrates  a pattern of
immediate  resale of shares  acquired under the Plan. As discussed in Question &
Answer 6 below  regarding  eligibility,  such a pattern of conduct will cause an
otherwise  Eligible Agency to become  ineligible for continued  participation in
the Plan.

     2.   What are the advantages of the Plan?

          Under the Plan, an agency can purchase the Company's Common Stock at a
10% discount from the fair market value of such shares.  Purchases  will also be
made without paying any brokerage commissions or service charges.

Administration

     3.   Who administers the Plan for participants?

          The Plan  shall  be  administered  by a  committee  (the  "Committee")
consisting of three  employees of the Company who are appointed by the Company's
Board of Directors. The Committee may from time to time adopt rules, regulations
and procedures for carrying out the Plan. Any  interpretation or construction of
any provision of the Plan by the Committee  shall be final and conclusive on all
persons absent contrary action by the Board of Directors.


     4.   Where can I obtain  additional  information  about the Plan and its
administrators?

          Additional  information about the Plan and its  administrators  may be
obtained by contacting George Michaels,  Assistant Vice President-Marketing,  at
Highlands  Insurance Group,  Inc., 1000 Lenox Drive,  Lawrenceville,  New Jersey
08648, telephone number (609) 895-3107.

     5.   What is the term of the Plan?

          The Plan will be in effect  from March 9, 1998  through  December  31,
1999. There will be four Subscription  Periods  ("Subscription  Periods").  Each
Subscription  Period will run from  January 1 through  June 30 or July 1 through
December 31; except the initial Subscription Period, which will run from May 15,
1998 to June 30, 1998. The Company, in its discretion, may extend the Plan.

ParticipationParticipation

     6.   Which agencies are eligible to participate?

          Selected  independent  insurance  agencies  that  bring  value  to the
Company, its affiliates and subsidiaries,  directly or indirectly, as determined
by the  Company and with whom the Company  seeks a  long-term  relationship  are
eligible to participate in the Plan. The Company,  in its  discretion,  may base
eligibility on segmentation,  class or any other factor which indicates value to
the Company, directly or indirectly. An Eligible Agency shall be informed of its
eligibility to enroll in the Plan. Continued  eligibility will be subject to the
Company's periodic review.


<PAGE>

          An  Eligible  Agency  that  participates  in the Plan may direct  that
shares purchased under the Plan from its contribution  account, as defined below
in Question & Answer 16, be registered as of the date of purchase in the name of
certain  persons  associated  with the agency.  Such persons may only be (i) the
principal or principals of an Eligible Agency that is a proprietorship, (ii) the
general partner or general partners of an Eligible Agency that is a partnership,
(iii) the officers and stockholders of an Eligible Agency that is a corporation,
(iv) employee benefit plans of such entities  established for the benefit of any
of the foregoing persons,  and (v) key employees  designated by the principal or
principals of an Eligible Agency that is a  proprietorship,  the general partner
or  general  partners  of an  Eligible  Agency  that  is a  partnership,  or the
executive  officers of an Eligible  Agency that is a corporation.  The Company's
determination  of which persons are eligible for direct  registration  under the
Plan will be final,  conclusive  and  binding.  All  persons  enumerated  in (i)
through (v) above who are designated by any such Eligible  Agency to participate
in the Plan are referred to in this Prospectus as "Key Employees."

          A pattern of immediate  resale of stock acquired under this Plan by an
Eligible  Agency or a Key Employee  thereof,  will be a factor in the  Company's
determination  of  continued  eligibility  for the Plan because it shows that an
agency  and its Key  Employees  are not  interested  in sharing in the long term
profitable  growth  of  the  Company.  An  otherwise  Eligible  Agency  may  not
participate in the Plan if the agency is subject to Section 16 of the Securities
and  Exchange Act of 1934 in  connection  with the Company or is a 5% or greater
owner of the Company as defined in Section 13 of said Act. If an Eligible Agency
enrolled  in the Plan  becomes  subject to  Section  16 or a 5% owner,  then the
Eligible  Agency will be deemed to have  withdrawn from the Plan and all amounts
in the contribution account, if any, will be refunded in cash.

     7.   How may an Eligible Agency participate in the Plan?

          An Eligible  Agency can enroll in the Plan by completing  and filing a
Subscription  Agreement with the Company.  A Subscription  Agreement is enclosed
with this Prospectus and additional  Subscription  Agreements may be obtained at
any time upon request to George Michaels, Assistant Vice President-Marketing, at
Highlands  Insurance Group,  Inc., 1000 Lenox Drive,  Lawrenceville,  New Jersey
08648,  telephone number (609) 895-3106.  In addition,  Subscription  Agreements
will be sent to each Eligible Agency prior to each Enrollment Period.

     8.   What does a Subscription Agreement provide?

          A  Subscription  Agreement  allows each Eligible  Agency to decide and
identify the date on which the agency desires to become enrolled in the Plan and
the amount of the contribution selected for purchases under the Plan.

          An Eligible Agency must indicate on the Subscription Agreement how the
shares  purchased are to be allocated by  specifying  the names and addresses of
the Eligible Agency and its Key Employees,  where applicable, and the percentage
of the total purchase each is to receive.  If an Eligible Agency wants to change
its allocation for any future  Subscription  Period,  the Company must receive a
new Subscription Agreement on or before June 20 or December 20 of the applicable
Subscription Period.

     9.   When may an Eligible Agency enroll in the Plan?

          An Eligible  Agency may enroll by submitting a Subscription  Agreement
to the Company and making a lump sum payment by June 20th or December 20th.

     10.  May an Eligible Agency transfer its subscription rights to another
person or agency?

          No. No  Eligible  Agency  may  assign  its  subscription  or rights to
subscribe to any other person or agency and any such attempted  assignment shall
be void.  However, an Eligible Agency may permit direct registration of stock in
the name of a Key Employee as described in Question & Answer 6.

Expenses

     11.  Are there any expenses to participants in connection with purchases
under the Plan?

          No.  Eligible  Agencies  will not be  obligated  to pay any  brokerage
commissions  or other charges with respect to the purchase of Common Stock under
the Plan.

Purchases


<PAGE>


     12.  What is the source and number of shares available to be purchased
under the Plan?

          Shares  purchased under the Plan may be authorized but unissued shares
of Common Stock of the Company or treasury stock reacquired by the Company.  The
total number of shares available for purchase under the Plan is 500,000.

     13.  What is the price of shares of Common Stock purchased under the Plan?

          The Subscription  Price for each share of Common Stock purchased under
the Plan will be 90% of the fair market value of such shares on the last trading
day of the Subscription Period; provided, however, the price shall never be less
than one dollar  ($1.00) per share.  "Fair market  value" of a share will be the
Closing Price as reported on the NYSE on the last day of the Subscription Period
on which a trade occurs.

     14.  How may an Eligible Agency pay for shares purchased under the Plan?

          The Subscription  Price for shares purchased under the Plan is payable
by participants by means of lump sum payment. An Eligible Agency may, by June 20
or December 20 of the  applicable  Subscription  Period,  elect to make lump sum
cash  payments for the  purchase of Common  Stock under the Plan.  Lump sum cash
payments  shall be in  increments  of $1,000 and may not be less than $1,000 and
not more than $30,000 annually.

     15.  Are there limitations on the amount of contributions or purchases
which can be made?

          Yes. Purchases may be made only in increments of $1,000 and during any
one Subscription Period and for each calendar year of the Plan's term, the total
allowable  contributions  for  purchases  for each  Eligible  Agency and its Key
Employees shall not exceed $30,000.  At the close of each  Subscription  Period,
each agency's  contributions will be totaled and any excess  contributions above
$30,000  shall be returned  without  interest to the  Eligible  Agency  within a
reasonable  time. If at any time throughout a Subscription  Period,  an Eligible
Agency's total payments exceed the maximum amount permitted for the agency,  the
Company will return the excess  amount  without  interest to the agency within a
reasonable period.

     16.  How are purchases made under the Plan?

          The Company  shall  maintain on its books a  contribution  account for
each participating Eligible Agency. All contributions made by an Eligible Agency
during a Subscription  Period will be credited to the  contribution  account for
that  Eligible  Agency.  At the  end of each  Subscription  Period,  the  amount
credited to each Eligible Agency's  contribution  account will be divided by the
Subscription  Price  for such  Subscription  Period  and the  Eligible  Agency's
contribution account will be credited with the number of whole shares, excluding
fractional  shares,  which  results.  The  full  amount  of  shares,   excluding
fractional  shares,  will then be sent by  ChaseMellon  directly to the Eligible
Agency and its Key Employees in accordance with the allocation  specified in the
section on stock registration of the most current  Subscription  Agreement filed
with the  Company by the  Eligible  Agency.  The  Company  will rely on the most
current Subscription  Agreement and will not be liable as long as the shares are
allocated in accordance with the stock  registration  section.  If the number of
shares  subscribed  for during any  Subscription  Period  exceeds  the number of
shares available for sale under the Plan,  available shares will be allocated to
participating  Eligible  Agencies in  proportion  to their Plan Accounts and any
excess  contributions  shall be returned to the participating  Eligible Agencies
without interest.  All amounts of contributions by an Eligible Agency that would
otherwise  entitle the agency or its Key  Employees to a fractional  interest in
shares  will be  returned  within a  reasonable  period of time to the  Eligible
Agency without interest.

Reports to Participants

     17.  What kind of reports will be sent to an Eligible Agency participating
in the Plan?

          Each Eligible Agency  participant in the Plan and, if applicable,  its
Key Employees will receive as promptly as practicable after each purchase of the
participating  Eligible Agency's account,  a statement of account describing the
amount  contributed,  the  number of shares  purchased,  the price per share and
total shares of Common Stock  accumulated  under the Plan. These statements will
provide a  continuing  record of the dates and cost of  purchases  and should be
retained  for income tax  purposes.  In  addition,  each  stockholder  will also
<PAGE>


receive the Company's  annual  reports to  stockholders,  notices of stockholder
meetings and proxy  statements  and Internal  Revenue  Service  information  for
reporting dividends paid.

Certificates for Shares


     18.  Are stock certificates issued for shares of Common Stock purchased?

          Yes.  Certificates  for Common Stock  purchased under the Plan will be
issued  and sent  directly  by  ChaseMellon  to the  Eligible  Agencies  and Key
Employees that purchase shares under the Plan.

          Certificates  for  fractional  shares  will not be  issued  under  any
circumstances.

Withdrawal from Plan

     19.  How and when may an Eligible Agency withdraw from the Plan?

          An Eligible  Agency may  withdraw  from the Plan at any time by giving
written  notice to the Company of the agency's  desire to do so.  Termination of
agency status for any reason will be treated as an automatic  withdrawal.  If an
agency  withdraws from the Plan, such agency,  if it continues to be an Eligible
Agency,  may not  re-enroll  until after the next full  Subscription  Period has
elapsed.

     20.  What happens to any amounts credited to an Eligible Agency's
contribution account at the time of withdrawal?

          All amounts credited to an Eligible Agency's  contribution  account at
the time of  withdrawal  will be refunded  to the  participant  in cash  without
interest.

Other Information

     21.  What happens if the Company declares a stock split or stock dividend
or changes or exchanges its Common Stock for shares of stock or other securities
of its own or another corporation?

          If shares of the Company's  Common Stock are changed into or exchanged
for a  different  number or kind of shares of stock or other  securities  of the
Company or another corporation,  as in a merger,  consolidation or otherwise, or
if the  Company  declares  a  stock  split  or  stock  dividend,  there  will be
substituted  for or added to each  share  reserved  for sale  under the Plan the
number  and kind of  shares of stock or other  securities  into or for which the
Company's  Common Stock will be so changed or  exchanged,  or to which each such
share will be entitled.

     22.  When do agencies participating in the Plan and its Key Employees
become entitled to the rights of a shareholder of the Company?

          An  agency  participating  in the  Plan  or  Key  Employees  who  have
purchased  shares  under the Plan  will  become  entitled  to vote,  to  receive
dividends and to all other rights as a  shareholder  of the Company with respect
to  shares  issued  under the Plan on the  first  day  following  the end of the
Subscription Period during which such shares were purchased.

     23.  What are the federal income tax consequences of participation in the
Plan?

          At the time of purchase,  an agency will be treated as having received
ordinary  income in an amount equal to the difference  between the  Subscription
Price paid and the then fair market value of the Common Stock  acquired.  At the
end of each  calendar  year,  the  Company  will mail to each agency a Form 1099
reflecting  the amount of ordinary  income earned under the Plan. The Company is
entitled to a deduction at the same time in a corresponding amount. The agency's
basis in the  Common  Stock  acquired  is equal to the  purchase  price plus the
amount of  ordinary  income  recognized.  When an agency  disposes  of shares of
Common Stock acquired under the Plan, any amount received in excess of the value
of the shares of Common Stock on which the agency was  previously  taxed will be
treated as  short-term,  mid-term or long-term  capital gain  depending upon the
holding  period of the  shares  (which  begins on the date  after the shares are
acquired).  If the amount  received  is less than that  value,  the loss will be
treated as short-term,  mid-term or long-term  capital loss,  depending upon the
holding period of the shares.


<PAGE>

          If an Eligible Agency that purchases shares has such shares registered
in the name of Key  Employees,  such shares may be income to such Key Employees,
depending upon the status of the Key Employee and the facts and circumstances of
the registration in the name of the Key Employees.

          Each participating agency or Key Employee is advised to consult with a
tax advisor to determine the tax consequences, including state tax consequences,
of a  particular  transaction  in the agency's  account or the tax  treatment of
registration in the name of a Key Employee.

     24.  May the Plan be changed or discontinued?

          Yes. The Company's Board of Directors has the right to amend,  modify,
or  terminate  the Plan at any time without  notice so long as no  participating
agency's  existing  rights are  adversely  affected as a result of such  change,
amendment or modification.

                                USE OF PROCEEDS

          The proceeds to the Company from sales of Common Stock pursuant to the
Plan will be used for general corporate  purposes,  including  investment in and
advances to the Company's subsidiaries.

                                    EXPERTS

          The  consolidated  financial  statements  and  schedules  of Highlands
Insurance Group,  Inc. as of December 31, 1998 and 1997, and for each of the two
years then ended appearing in the Highlands  Insurance  Group,  Inc.'s Form 10-K
for the year ended December 31, 1998 have been incorporated by reference in this
Prospectus and in the Registration Statement pursuant to a consent filed by KPMG
LLP with the  Company's  Form 10-K for the year ended  December  31, 1998 and in
reliance upon the report of KPMG LLP, independent  certified public accountants,
as  indicated  in their report with respect  thereto,  and are  incorporated  by
reference  herein,  in reliance  upon the  authority  of said firm as experts in
accounting and auditing.


                                 LEGAL OPINION

          The  validity of the  issuance of the shares of Common  Stock  offered
hereby has been passed upon for the Company by Schnader  Harrison  Segal & Lewis
LLP, Philadelphia, Pennsylvania.




<PAGE>




                        HIGHLANDS INSURANCE GROUP, INC.

                           AGENCY STOCK PURCHASE PLAN


                                     500,000
                                    Shares of
                                  Common Stock


                                  -------------

                                   PROSPECTUS
                                  -------------




                               Dated: June 3, 1999


          No person has been  authorized to give any  information or to make any
representation  not contained in this  prospectus,  and, if given or made,  such
information or representation  must not be relied upon as having been authorized
by the Company.  Neither delivery of this Prospectus nor any sale made hereunder
shall,  under any  circumstances,  create any implication that there has been no
change in the affairs of the Company since the date hereof. This Prospectus does
not  constitute an offer to sell, or a  solicitation  of an offer to buy, any of
the securities  offered hereby in any  jurisdiction  to any person to whom it is
unlawful to make such offering in such jurisdiction.




<PAGE>



           HIGHLANDS INSURANCE GROUP, INC. AGENCY STOCK PURCHASE PLAN


                             SUBSCRIPTION AGREEMENT


          On  behalf  of  ______________________________________________________
(agency),  ________________  (number), I hereby elect to enroll in the Highlands
Insurance  Group,  Inc. Agency Stock Purchase Plan. I understand a maximum total
contribution  of  $30,000  applies  for each  Subscription  Period  and for each
calendar  year.  I further  understand  that Common Stock of the Company will be
purchased in accordance with the  Prospectus,  a copy of which has been given to
me. I enclose  $________  (not less than $1,000 and not greater  than $30,000 in
$1,000 increments) by check payable to Highlands Insurance Group, Inc.

Please check the applicable block:

[   ]     New Participant

[   ]     Continuing Participant

[   ]     Withdrawal from the Plan at the end of the current Subscription
          Period and receive stock for the current period

[   ]     Withdrawal from the Plan immediately and receive all funds held for
          the current Subscription Period

_______________________________________________ Fed. ID No.____________________
         Agency Name

By:____________________________________________Date___________________________
     Signature

     --------------------------------------------
     Title





<PAGE>


Registration Instructions:

Stock should be registered as follows.

(a)  Agency
     $__________________

(b)  Key Employees

     (1)__________________________________________        $__________________
        Name
        ------------------------------------------
        Address
        ------------------------------------------
        Social Security Number

     (2)__________________________________________        $_________________
        Name
        ------------------------------------------
        Address
        ------------------------------------------
        Social Security Number

     (3)__________________________________________        $__________________
        Name
        ------------------------------------------
        Address
        ------------------------------------------
        Social Security Number

     (4)__________________________________________        $__________________
        Name
        ------------------------------------------
        Address
        ------------------------------------------
        Social Security Number


[Use Extra Pages If Necessary]

                                       Total              $_________________*

*Must be in increments of $1,000.

This form (with accompanying  checks made payable to Highlands  Insurance Group,
Inc.) should be sent to Highlands  Insurance Group, Inc., 10370 Richmond Avenue,
Houston, Texas 77042, Attention: Darlene Parizot



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