GLENBROOK LIFE & ANNUITY CO
S-1/A, 1999-04-29
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     AS FILED WITH THE SECURITIES AND EXCHANGE COMMISSION ON APRIL 29, 1999
- ------------------------------------------------------------------------------
                                                          FILE NO. 033-92842

                       SECURITIES AND EXCHANGE COMMISSION

                             WASHINGTON, D.C. 20549

                   POST-EFFECTIVE AMENDMENT NO. 4 TO FORM S-1

                                       ON

                                    FORM S-3

             REGISTRATION STATEMENT UNDER THE SECURITIES ACT OF 1933

                        GLENROOK LIFE AND ANNUITY COMPANY
                           (Exact Name of Registrant)


             ARIZONA                                    35-1113325
  (State or Other Jurisdiction                       (I.R.S. Employer
of Incorporation or Organization)                 Identification Number)

                  3100 SANDERS ROAD, NORTHBROOK, ILLINOIS 60062
                                  847/402-2400
            (Address and Phone Number of Principal Executive Office)

                               MICHAEL J. VELOTTA
                  VICE PRESIDENT, SECRETARY AND GENERAL COUNSEL
                       GLENBROOK LIFE AND ANNUITY COMPANY
                                3100 SANDERS ROAD
                           NORTHBROOK, ILLINOIS 60062
                                  847/402-2400
       (Name, Complete Address and Telephone Number of Agent for Service)

                                   COPIES TO:
    RICHARD T. CHOI, ESQUIRE                    TERRY R. YOUNG, ESQUIRE
FREEDMAN, LEVY, KROLL & SIMONDS          ALLSTATE LIFE FINANCIAL SERVICES, INC.
 1050 CONNECTICUT AVENUE, N.W.                     3100 SANDERS ROAD
           SUITE 825                              NORTHBROOK, IL 60062
  WASHINGTON, D.C. 20036-5366

Approximate  date of  commencement  of proposed sale to the public:  The annuity
contract  covered by this  registration  statement is to be issued  promptly and
from time to time after the effective date of this registration statement.

If any of the  securities  being  registered on this Form are to be offered on a
delayed or continuous  basis  pursuant to Rule 415 under the  Securities  Act of
1933, other than securities offered only in connection with dividend or interest
reinvestment plans, check the following box: /X/




<PAGE>




                            THE GLENBROOK CHOICE PLUS



Glenbrook Life and Annuity Company             Prospectus dated May 1, 1999
3100 Sanders Road, Northbrook, IL 60062
Telephone Number: 1-800-755-5275



Glenbrook  Life and Annuity  Company  ("Glenbrook")  is offering  The  Glenbrook
Choice  Plus,  an  individual   flexible   premium   deferred  annuity  contract
("Contract").  This prospectus contains  information about the Contract that you
should know before investing. Please keep it for future reference.

The Contracts are available through Allstate Life Financial Services,  Inc., the
principal underwriter for the Contracts.

















                         The Securities and Exchange Commission has not approved
                         or  disapproved   the  securities   described  in  this
                         prospectus,  nor has it passed on the  accuracy  or the
                         adequacy  of this  prospectus.  Anyone  who  tells  you
                         otherwise is committing a federal crime.

                         The Contracts may be distributed through broker-dealers
                         that  have   relationships   with  banks   or  other 
       IMPORTANT         financial institutions or by employees of such banks. 
        NOTICES          However, the Contracts are not deposits,  or 
                         obligations of, or guaranteed by such institutions   
                         or  any   federal   regulatory   agency.   Investment 
                         in the Contracts involves  investment risks,
                         including possible loss of principal.

                         The Contracts are not FDIC insured.



<PAGE>



TABLE OF CONTENTS

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

<TABLE>
<CAPTION>


                                                                                        Page
<S>                        <C>                                                          <C>
    Overview               Important Terms............................................
                           The Contract At A Glance...................................
                           How the Contract Works.....................................


                           The Contract...............................................
                           Purchases and Contract
                           Value......................................................
Contract Features          Guarantee Periods..........................................
                           Expenses...................................................
                           Access To Your Money.......................................
                           Income Payments............................................
                           Death Benefits.............................................



                           More Information:
                              Glenbrook...............................................
Other Information             The Contract............................................
                              Qualified Plans.........................................
                              Legal Matters...........................................
                              Year 2000...............................................
                           Taxes......................................................
                           Experts....................................................
                           Annual Reports and Other Documents.........................
                           Appendix A - Market Value Adjustment ......................


</TABLE>


<PAGE>



IMPORTANT TERMS

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



This  prospectus  uses a number of important  terms that you may not be familiar
with.  The index below  identifies  the page that describes each term. The first
use of each term in this prospectus appears in highlights.

                                                                     Page


         Accumulation Phase......................................
         Annuitant...............................................
         Automatic Additions Program.............................
         Automatic Laddering Program.............................
         Beneficiary.............................................
         Cancellation Period.....................................
         Contract ...............................................
         Contract Value..........................................
         Contract Owner ("You") .................................
         Death Benefit...........................................
         Due Proof of Death......................................
         Free Withdrawal Amount..................................
         Glenbrook ("We")........................................
         Guarantee  Periods......................................
         Income Plan ............................................
         Issue Date .............................................
         Market Value Adjustment ................................
         Payout Phase............................................
         Payout Start Date  .....................................
         Qualified Contracts.....................................
         Systematic Withdrawal Program...........................








<PAGE>



THE CONTRACT AT A GLANCE

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



The following is a snapshot of the  Contract.  Please read the remainder of this
prospectus for more information.


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

      Flexible Payments
                                     You can purchase a Contract  with as little
                                     as   $3,000   ($2,000   for  a   "Qualified
                                     Contract,"  which is a Contract issued with
                                     qualified  plans).  You  can  add  to  your
                                     Contract  as often and as much as you like,
                                     but each payment must be at least $100.

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

      Right to Cancel                You may cancel your Contract within 20 
                                     days of receipt or any longer period your 
                                     state may require ("Cancellation Period")
                                     and receive a full refund of your purchase
                                     payments (a higher amount apply to 
                                     Contracts issued  in California).
  ---------------------------------- -----------------------------------------
 
      Expenses                       You will bear the following expenses:

                                     o  Withdrawal charge of up to 7% on 
                                        amounts withdrawn (with exceptions)
                                     o  State premium tax (if your state 
                                        imposes one)

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

      Guaranteed Interest
                                     The Contract offers fixed interest rates
                                     that we guarantee for specified periods  
                                     we call "Guarantee Periods."  To find out
                                     what the current  rates are on the
                                     Guarantee Periods, call us at
                                     1-800-755-5275.
  ---------------------------------- -----------------------------------------

      Special Services                For your convenience, we offer these 
                                      special services:

                                      o        Automatic Additions Program
                                      o        Systematic Withdrawal Program

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

      Income Payments                 The Contract offers three income payment 
                                      plans:

                                      o  life income with guaranteed payments
                                      o  a joint and survivor life income with
                                         guaranteed payments
                                      o  guaranteed payments for a specified 
                                         period (5 to 30 years)

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

      Death                           Benefits  If you  die  or if the  Contract
                                      owner  is not a  natural  person  and  the
                                      Annuitant  dies  before the  Payout  Start
                                      Date,   we  will  pay  the  death  benefit
                                      described in the Contract.

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


<PAGE>




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

      Withdrawals                     You  may  withdraw  some  or all  of  your
                                      Contract  value   ("Contract   Value")  at
                                      anytime prior to the Payout Start Date. In
                                      general, you must withdraw at least $50 at
                                      a time.  If you  withdraw  Contract  Value
                                      from  a   Guarantee   Period   before  its
                                      maturity,  a  withdrawal  charge,   Market
                                      Value  Adjustment,  and taxes (including a
                                      10% penalty tax for withdrawals before age
                                      59 1/2)
                                      may apply.


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



<PAGE>



HOW THE CONTRACT WORKS

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


     The Contract basically works in two ways.

     First,  the Contract  can help you (we assume you are the  Contract  owner)
save for  retirement  because you can invest in the  Contract and pay no federal
income taxes on any earnings until you withdraw them. You do this during what we
call the "Accumulation Phase" of the Contract.  The Accumulation Phase begins on
the date we issue  your  Contract  (we call  that  date the  "Issue  Date")  and
continues until the Payout Start Date,  which is the date we apply your money to
provide income payments.  During the  Accumulation  Phase, you may allocate your
purchase  payments  to one or more  Guarantee  Periods.  During  each  Guarantee
Period,  your  money  will  earn a  fixed  rate  of  interest  that  we  declare
periodically.

     Second,  the Contract can help you plan for retirement  because you can use
it to receive  retirement  income for life and/or for a pre-set number of years,
by selecting one of the income  payment  options (we call these "Income  Plans")
described  on page __.  You  receive  income  payments  during  what we call the
"Payout  Phase" of the  Contract,  which  begins on the  Payout  Start  Date and
continues until we make the last income payment  provided by the Income Plan you
select. During the Payout Phase, we guarantee the amount of your payments, which
will remain fixed. The amount of money you accumulate under your Contract during
the Accumulation  Phase and apply to an Income Plan will determine the amount of
your income payments during the Payout Phase.


         The timeline below illustrates how you might use your Contract.

<TABLE>
<CAPTION>
<S>                <C>                                <C>                 <C>                        <C>  
  Issue                                               Payout Start
  Date             Accumulation Phase                 Date                Payout Phase
- --------------------------------------------------------------------------------------------------------------------
|                                                         |                             |                      ?
                   You save for retirement                                                                          

You buy                                      You elect to receive income           You can receive    Or you can
a Contract                                   payments or receive a lump sum        income payments    receive
                                             payment                               for a set period   income payments
                                                                                                      for life
</TABLE>

     As the  Contract  owner,  you  exercise  all of the rights  and  privileges
provided by the Contract.  If you die, any surviving Contract owner or, if there
is none, the Beneficiary will exercise the rights and privileges provided by the
Contract.  See "The  Contract." In addition,  if you die before the Payout Start
Date, we will pay a death benefit to any surviving  Contract  owner or, if there
is none, to your Beneficiary. See "Death Benefits."

     Please call us at  1-800-755-5275  if you have any  question  about how the
Contract works.



<PAGE>



THE CONTRACT

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



CONTRACT OWNER

The Glenbrook  Choice Plus is a contract  between you, the Contract  owner,  and
Glenbrook, a life insurance company. As the Contract owner, you may exercise all
of the rights and privileges  provided to you by the Contract.  That means it is
up to you to select or change (to the extent permitted):

o    the amount and timing of your purchase payments and withdrawals,
o    the programs you want to use to invest or withdraw money,
o    the income payment plan you want to use to receive retirement income,
o    the  Annuitant  (either  yourself or someone else) on whose life the income
     payments will be based,
o    the  Beneficiary  or  Beneficiaries  who will receive the benefits that the
     Contract provides when you die, and
o    any other rights that the Contract provides.

If you die,  any  surviving  Contract  owner or, if none,  the  Beneficiary  may
exercise the rights and privileges provided to them by the Contract.

The Contract cannot be jointly owned by both a non-natural  person and a natural
person.

You can use the Contract with or without a qualified plan. A qualified plan is a
personal retirement savings plan, such as an IRA or tax-sheltered  annuity, that
meets the requirements of the Internal  Revenue Code.  Qualified plans may limit
or  modify  your  rights  and  privileges  under the  Contract.  We use the term
"Qualified  Contract" to refer to a Contract  issued with a qualified  plan. See
"Qualified Plans" on page __.


ANNUITANT

The Annuitant is the individual whose life determines the amount and duration of
income payments  (other than under Income Plans with  guaranteed  payments for a
specified period). You initially designate an Annuitant in your application. You
may change the Annuitant at any time prior to the Payout Start Date (only if the
Contract owner is a natural person. You may designate a joint Annuitant,  who is
a second  person on whose life income  payments  depend.  Joint  Annuitants  are
permitted only on or after the Payout Start Date. If the Annuitant dies prior to
the Payout Start Date, the new Annuitant will be:

o        the youngest Contract owner; otherwise,
o        the youngest Beneficiary.


BENEFICIARY

The  Beneficiary  is the person who may elect to  receive  the death  benefit or
become the new Contract owner if the sole  surviving  Contract owner dies before
the Payout  Start  Date.  If the sole  surviving  Contract  owner dies after the
Payout Start Date, the Beneficiary  will receive any guaranteed  income payments
scheduled to continue.


<PAGE>



You may name one or more  Beneficiaries  when you apply for a Contract.  You may
change  or  add  Beneficiaries  at any  time,  unless  you  have  designated  an
irrevocable  Beneficiary.  We will  provide a change of  Beneficiary  form to be
signed and filed with us. Any change will be  effective at the time you sign the
written notice. Until we receive your written notice to change a Beneficiary, we
are entitled to rely on the most recent Beneficiary information in our files. We
will not be liable as to any payment or  settlement  made prior to receiving the
written notice. Accordingly, if you wish to change your Beneficiary,  you should
deliver your written notice to us promptly.

If you did not name a  Beneficiary  or if the  named  Beneficiary  is no  longer
living, the Beneficiary will be:

o        a contingent Beneficiary whom you named or, if none,
o        your spouse, or, if he or she is no longer alive,
o        your surviving children equally, if living, or, if you have no 
         surviving children,
o        your estate.

If more than one  Beneficiary  survives you (or the  Annuitant,  if the Contract
owner is not a natural  person),  we will  divide the death  benefit  among your
Beneficiaries  according to your most recent written  instructions.  If you have
not  given us  written  instructions,  we will pay the  death  benefit  in equal
amounts to the surviving Beneficiaries.


MODIFICATION OF THE CONTRACT

Only a Glenbrook  officer may approve a change in or waive any  provision of the
Contract.  Any change or waiver must be in  writing.  None of our agents has the
authority to change or waive the  provisions of the Contract.  We may not change
the terms of the Contract,  without your consent, except to conform the Contract
to  applicable  law or changes in the law.  If a  provision  of the  Contract is
inconsistent with state law, we will follow state law.


ASSIGNMENT

We will not honor an  assignment  of an interest in a Contract as  collateral or
security for a loan. However,  you may assign periodic income payments under the
Contract  prior to the Payout Start Date.  No  Beneficiary  may assign  benefits
under the Contract until the Beneficiary becomes the Contract owner. We will not
be bound by any  assignment  until  you sign it and file it with us.  We are not
responsible  for the  validity  of any  assignment.  Federal  law  prohibits  or
restricts the  assignment of benefits  under many types of retirement  plans and
the terms of such plans may themselves contain  restrictions on assignments.  An
assignment may also result in taxes or tax penalties. You should consult with an
attorney before trying to assign your Contract.




<PAGE>



PURCHASES AND CONTRACT VALUE

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



MINIMUM PURCHASE PAYMENTS

Your initial  purchase  payment must be at least $3,000  ($2,000 for a Qualified
Contract).  All subsequent purchase payments must be at least $100. You may make
purchase payments at any time until the earlier of the Payout Start Date and the
end of the Contract year  ("Contract  Year") in which the oldest  Contract owner
attains  age 91. We reserve  the right to limit the  maximum  amount of purchase
payments we will accept.


AUTOMATIC ADDITIONS PROGRAM

You may make subsequent  purchase payments by automatically  transferring  money
from your bank account. Please call or write us for an enrollment form.


ALLOCATION OF PURCHASE PAYMENTS

For each purchase  payment,  you must select one or more  Guarantee  Periods.  A
Guarantee  Period is a period of years  during  which you will earn a guaranteed
interest  rate on  your  money.  You  must  allocate  at  least  $100 to any one
Guarantee  Period at the time you make your purchase payment or select a renewal
Guarantee Period.

We will apply your purchase payment to the Guarantee  Period you select.  If you
do not select a Guarantee  Period for a purchase  payment,  we will allocate the
purchase payment to the same period used for the most recent purchase payment.


RIGHT TO CANCEL

You may cancel  the  Contract  by  returning  it to us within  the  Cancellation
Period,  which is the 20 day period  after you  receive  the  Contract,  or such
longer period that your state may require. You may return it by delivering it or
mailing  it to us.  If  you  exercise  this  "Right  to  Cancel,"  the  Contract
terminates  and we will  pay you  the  full  amount  of your  purchase  payments
invested in the Guarantee Periods or any greater amount your state may require.


CONTRACT VALUE

Your Contract  Value at any time during the  Accumulation  Phase is equal to the
purchase  payments you have  invested in the  Guarantee  Periods,  plus earnings
thereon, and less any amounts previously withdrawn.


<PAGE>



GUARANTEE PERIODS

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


Each payment  allocated to a Guarantee Period earns interest at a specified rate
that we guarantee.  You must allocate at least $100 to a Guarantee Period at the
time you make a purchase  payment or select a new  Guarantee  Period.  Guarantee
Periods  may  range  from 1 to 10 years.  We are  currently  offering  Guarantee
Periods of 1, 3, 5, 6, 7, 8, 9 or 10 years in length. In the future we may offer
Guarantee Periods of different lengths or stop offering some Guarantee Periods.

Amounts invested in Guarantee  Periods become part of our general  account.  The
general  account  supports our  insurance and annuity  obligations.  The general
account  consists of our general  assets  other than those in  segregated  asset
accounts.  We have sole discretion to invest the assets of the general  account,
subject to applicable  law. Any money you invest in the general account does not
entitle you to share in the investment experience of the general account.


INTEREST RATES

We will tell you what interest rates and Guarantee  Periods we are offering at a
particular  time.  We will not  change  the  interest  rate  that we credit to a
particular  investment until the end of the relevant  Guarantee  Period.  We may
declare  different  interest rates for Guarantee Periods of the same length that
begin at different times.

We have no specific  formula for  determining  the rate of interest that we will
declare  initially or in the future.  We will set those  interest rates based on
investment returns available at the time of the determination.  In addition,  we
may consider  various  other factors in  determining  interest  rates  including
regulatory and tax requirements,  sales commissions and administrative expenses,
general  economic  trends,  and competitive  factors.  We determine the interest
rates  to be  declared  in our  sole  discretion.  We can  neither  predict  nor
guarantee  what those rates will be in the future.  For  current  interest  rate
information,  please contact your sales  representative  or our customer support
unit at 1-800-755-5275.

The interest rate will never be less than the minimum  guaranteed rate stated in
the Contract.


HOW WE CREDIT INTEREST

We will credit interest to your initial purchase payment from the Issue Date. We
will  credit  interest to your  additional  purchase  payments  from the date we
receive  them.  We will  credit  interest  daily to each amount  allocated  to a
Guarantee  Period at a rate that  compounds to the annual  interest rate that we
declared at the beginning of the applicable Guarantee Period.

The following  example  illustrates how a purchase  payment would grow, given an
assumed Guarantee Period and annual interest rate:

Purchase Payment..............................$10,000
Guarantee Period..............................5 years
Annual Interest Rate........................... 4.50%

                              END OF CONTRACT YEAR
<TABLE>
<CAPTION>

<S>                                          <C>          <C>           <C>           <C>          <C>  
                                             YEAR 1       YEAR 2        YEAR 3        YEAR 4       YEAR 5
                                             ------       ------        ------        ------       ------
Beginning Contract Value                   $10,000.00
X (1 + Annual Interest Rate)                 X  1.045
                                           $10,450.00
Contract Value at end of Contract Year                  $10,450.00
X (1 + Annual Interest Rate)                              X  1.045
                                                        $10,920.25
Contract Value at end of Contract Year                                $10,920.25
X (1 + Annual Interest Rate)                                            X  1.045
                                                                      $11,411.66
Contract Value at end of Contract Year                                             $11,411.66
X (1 + Annual Interest Rate)                                                          X 1.045
                                                                                   $11,925.19
Contract Value at end of Contract Year                                                            $11,925.19
X (1 + Annual Interest Rate)                                                                        X  1.045
                                                                                                  $12,461.82
Total Interest Credited During Guarantee Period = $2,461.82 ($12,461.82 -$10,000)

</TABLE>

This  example  assumes no  withdrawals  during the  entire  five year  Guarantee
Period. If you were to make a partial  withdrawal,  you may be required to pay a
withdrawal  charge.  In  addition,  the amount  withdrawn  may be  increased  or
decreased by a Market Value  Adjustment that reflects  changes in interest rates
since the time you invested the amount withdrawn. The hypothetical interest rate
is for illustrative purposes only and is not intended to predict future interest
rates to be declared under the Contract.  Actual interest rates declared for any
given  Guarantee  Period may be more or less than shown  above but will never be
less than the guaranteed minimum rate stated in the Contract.


RENEWALS

Prior to the end of each Guarantee  Period, we will mail you a notice asking you
what to do with  your  money.  During  the  30-day  period  after the end of the
Guarantee Period, you may:

1)       take no  action.  We  will  automatically  apply  your  money  to a new
         Guarantee Period of the same length as the expiring  Guarantee  Period.
         The new Guarantee  Period will begin on the day the previous  Guarantee
         Period ends.  The new interest  rate will be our current  declared rate
         for a Guarantee Period of that length; or

2)       instruct  us to apply your money to one or more new  Guarantee  Periods
         that may be available.  The new Guarantee  Period(s)  will begin on the
         day the previous  Guarantee  Period(s) ends. The interest rate for each
         new Guarantee  Period will be our then current  declared rates for that
         Guarantee Period; or

3)       withdraw  all or a portion  of your money  from the  expired  Guarantee
         Period  without  incurring a Market Value  Adjustment  (or a withdrawal
         charge to the extent of the Free Withdrawal  Amount). In this case, the
         amount  withdrawn  will be deemed  withdrawn  on the day the  Guarantee
         Period expired.  Amounts not withdrawn or applied to Guarantee  Periods
         as  described  above will be applied to a new  Guarantee  Period of the
         same length as the previous  Guarantee Period. The new Guarantee Period
         will begin on the day the previous Guarantee Period ended.

Under our  Automatic  Laddering  Program,  you may choose,  in  advance,  to use
Guarantee  Periods of the same  length  for all  renewals.  You can select  this
Program at any time during the Accumulation Phase,  including on the Issue Date.
We will apply  renewals to Guarantee  Periods of the  selected  length until you
direct us in writing to stop. We may stop offering this Program at any time. For
additional  information  on the  Automatic  Laddering  Program,  please call our
customer support unit at 1-800-755-5275.

MARKET VALUE ADJUSTMENT

All withdrawals from a Guarantee Period, other than those taken within the first
30 days of a renewal Guarantee Period, are subject to a Market Value Adjustment.
A Market Value Adjustment also applies upon payment of a death benefit under the
Contract, and when you apply amounts currently invested in a Guarantee Period to
an Income  Plan,  other  than  during  the first 30 days of a renewal  Guarantee
Period.

We will not apply the Market Value Adjustment on withdrawals you make:

o    to satisfy IRS minimum distribution rules for the Contract, or

o    within the "Free Withdrawal Amount," described under "Expenses" below.


We apply the Market Value  Adjustment to reflect  changes in interest rates from
the time you first allocate  money to a Guarantee  Period to the time you remove
it from that  Guarantee  Period.  We calculate  the Market Value  Adjustment  by
comparing the Treasury  Rate for a period equal to the  Guarantee  Period at its
inception to the Treasury  Rate for a period equal to the time  remaining in the
Guarantee  Period  when you remove your  money.  "Treasury  Rate" means the U.S.
Treasury Note Constant  Maturity Yield as reported in Federal  Reserve  Bulletin
Release H.15.

The Market Value Adjustment may be positive or negative, depending on changes in
interest rates. If interest rates increase  significantly from the time you make
a purchase payment,  the Market Value  Adjustment,  withdrawal  charge,  premium
taxes,  and income tax withholding  (if applicable)  could reduce the amount you
receive upon full  withdrawal of your  Contract  Value to an amount that is less
than the purchase payments plus interest at the minimum guaranteed interest rate
under the Contract.

Generally,  if the Treasury  Rate at the time you allocate  money to a Guarantee
Period is lower than the applicable  current Treasury Rate for a period equal to
the time  remaining in the Guarantee  Period,  then the Market Value  Adjustment
will result in a lower amount payable to you.  Conversely,  if the Treasury Rate
at the  time you  allocate  money  to a  Guarantee  Period  is  higher  than the
applicable  current  Treasury Rate, then the Market Value Adjustment will result
in a higher amount payable to you.

For example, assume that you purchase a Contract and select an initial Guarantee
Period of five years and the Treasury  Rate for that  duration is 4.50%.  Assume
that at the end of 3 years,  you make a partial  withdrawal.  If, at that  later
time,  the current  Treasury Rate for a 2 year period is 4.00%,  then the Market
Value  Adjustment  will be  positive,  which will  result in an  increase in the
amount payable to you.  Conversely,  if the current Treasury Rate for the 2 year
period is 5.00%,  then the Market Value Adjustment will be negative,  which will
result in a decrease in the amount payable to you.

The formula for calculating  Market Value Adjustments is set forth in Appendix A
to this prospectus,  which also contains  additional examples of the application
of the Market Value Adjustment.



<PAGE>



EXPENSES

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


As a Contract owner, you will bear the charges and expenses described below.

WITHDRAWAL CHARGE

We may assess a  withdrawal  charge on the  purchase  payment(s)  you  withdraw.
During each year (as measured from the commencement of a Guarantee Period),  you
can withdraw up to 10% of the money  invested in that  Guarantee  Period without
paying the charge.  Unused portions of this 10% Free  Withdrawal  Amount are not
carried forward to future years or other Guarantee Periods.

The  withdrawal  charge is a percentage  of the  Contract  Value you withdraw in
excess of the Free  Withdrawal  Amount.  The  percentage  depends on the year we
received the purchase payment you are withdrawing, as follows:

Number of Complete Years
Since We Received the Payment
Being Withdrawn:        0       1        2        3        4        5 and later

Applicable Charge:      7%       7%       6%       5%       4%      0%

We treat the oldest purchase  payments as being withdrawn  first. We will deduct
withdrawal  charges,  if  applicable,  from the amount  paid.  We do not apply a
withdrawal charge in the following situations:

o    on the Payout Start Date;
o    the death of the  Contract  owner  (Annuitant  if  Contract  owner is not a
     natural person);  
o    withdrawals  taken  to  satisfy  IRS  minimum  distribution  rules  for the
     Contract; or
o    withdrawals made within 30 days of the beginning of their renewal Guarantee
     Periods (to the extent of the Free Withdrawal Amount).

Confinement Waiver. We will waive the withdrawal charge on all withdrawals taken
prior to the Payout Start Date under your Contract if the  following  conditions
are satisfied:

1)   you or the Annuitant,  if the Contract is owned by a company or other legal
     entity,  are  confined to a long term care  facility  or a hospital  for at
     least 90  consecutive  days.  You or the Annuitant must enter the long term
     care facility or hospital at least 30 days after the Issue Date;

2)   you must request the  withdrawal  and provide  written proof of the stay no
     later than 90 days following the end of your or the Annuitant's stay at the
     long term care facility or hospital; and

3)   a physician  must have  prescribed  the stay and the stay must be medically
     necessary (as defined in the Contract).

You may not claim this benefit if you, or the Annuitant,  or a member of your or
the  Annuitant's  immediate  family,  is the physician  prescribing  your or the
Annuitant's stay in a long term care facility.

Withdrawals  may be subject to tax  penalties,  income tax,  and a Market  Value
Adjustment.  You  should  consult  your own tax  counsel  or other tax  advisors
regarding any withdrawals.


PREMIUM TAXES

Some  states  and other  governmental  entities  (e.g.,  municipalities)  charge
premium taxes or similar taxes.  We are  responsible  for paying these taxes and
will deduct them from your Contract Value.  Some of these taxes are due when the
Contract is issued, others are due when income payments begin or upon surrender.
Our  current  practice  is not to charge  anyone for these  taxes  until  income
payments begin or when a total withdrawal occurs,  including payment upon death.
We may discontinue this practice sometime in the future and deduct premium taxes
from the purchase payments.
Premium taxes generally range from 0% to 4%, depending on the state.

At the Payout  Start  Date,  we deduct the  charge  for  premium  taxes from the
Contract Value before applying the Contract Value to an Income Plan.




<PAGE>



ACCESS TO YOUR MONEY


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

You can  withdraw  some or all of your  Contract  Value at any time prior to the
Payout Start Date.  You may not make any  withdrawals or surrender your Contract
once the Payout Phase has begun.

You must specify the Guarantee Period from which you would like to withdraw your
money.  Withdrawals must be at least $50. If the amount you withdraw reduces the
amount  invested in any  Guarantee  Period to less than $100,  we will treat the
withdrawal  request as a request to withdraw the entire amount in that Guarantee
Period.

The  amount  you  receive  may be reduced  by a  withdrawal  charge,  income tax
withholding,  10% tax penalty, and any premium taxes. The amount you receive may
be increased or reduced by a Market Value Adjustment.

If you request a total withdrawal, you must return your Contract to us.


SYSTEMATIC WITHDRAWAL PROGRAM

You may  make  partial  withdrawals  automatically.  We call  these  "systematic
withdrawals."  Please  consult  with your sales  representative  or our customer
support unit at 1-800-755-5275 for details.


MINIMUM CONTRACT VALUE

If a withdrawal  would reduce your Contract  Value to less than $2,000,  we will
treat the  request as a request to  withdraw  the entire  Contract  Value.  Your
Contract  will  terminate if you withdraw all of your Contract  Value.  We will,
however,  ask you to confirm your  withdrawal  request before  terminating  your
Contract.


RETURN OF PURCHASE PAYMENTS GUARANTEE

When you withdraw your money, a withdrawal  charge and a Market Value Adjustment
may apply.  However, if you decide to surrender your Contract, we guarantee that
the amount you receive  upon  surrender  will never be less than the sum of your
initial and any subsequent purchase payments,  less amounts previously withdrawn
(prior to  withholding  and the deduction of any taxes if  applicable).  Premium
taxes and income tax  withheld may reduce the amount you receive on surrender to
less than the sum of your initial and any  subsequent  purchase  payments.  This
guarantee  does not apply to  earnings on  purchase  payments.  The renewal of a
Guarantee Period does not in any way change this guarantee.


POSTPONEMENT OF PAYMENTS

We may  defer  payment  of  withdrawals  for up to six  months  from the date we
receive your withdrawal request or such shorter time state law may require.


<PAGE>



INCOME PAYMENTS

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



PAYOUT START DATE

You select the Payout Start Date in your  application.  The Payout Start Date is
the day that we apply  your  money to provide  income  payments  under an Income
Plan. The Payout Start Date must be:

o        at least one month after the Issue Date; and
o        no  later  than  the day the  Annuitant  reaches  age 90,  or the  10th
         anniversary of the Contract's Issue Date, if later.

You may change the Payout  Start Date at any time by  notifying us in writing of
the change at least 30 days before the  scheduled  Payout  Start Date.  Absent a
change,  we will use the Payout Start Date stated in your Contract.  You may not
change the Income Plan after your  Contract  Value has been applied to an Income
Plan on the Payout Start Date.


INCOME PLANS

An  Income  Plan  is a  series  of  scheduled  payments  to you or  someone  you
designated.  You may choose and change  your choice of Income Plan until 30 days
before the Payout Start Date.  If you do not select an Income Plan, we will make
income payments in accordance with Income Plan 1 with guaranteed payments for 10
years.

The three Income Plans available under the Contract are:

         Income Plan 1 -- Life Income With Guaranteed Payments. Under this plan,
         we make periodic  income payments for at least as long as the Annuitant
         lives.  If the Annuitant dies before we have made all of the guaranteed
         income  payments,  we  will  continue  to  pay  the  remainder  of  the
         guaranteed income payments to the Contract owner.

         Income  Plan 2 --  Joint  and  Survivor  Life  Income  With  Guaranteed
         Payments.  Under this plan,  we make  periodic  income  payments for at
         least as long as either the Annuitant or the joint  Annuitant is alive.
         If both the Annuitant  and the joint  Annuitant die before we have made
         all of the  guaranteed  income  payments,  we will  continue to pay the
         remainder of the guaranteed income payments to the Contract owner.

         Income Plan 3 -- Guaranteed Payments for a Specified Period. Under this
         plan, we make periodic  income payments for the period you have chosen.
         These payments do not depend on the Annuitant's  life. You may elect to
         receive guaranteed payments for periods ranging from 5 to 30 years.

The length of any  guaranteed  payment  period under your  selected  Income Plan
generally  will affect the dollar amounts of each income  payment.  As a general
rule, longer Guarantee Periods result in lower income payments, all other things
being equal. For example, if you choose an Income Plan with payments that depend
on the life of the Annuitant but with no minimum specified period for guaranteed
payments, the income payments generally will be greater than the income payments
made under the same Income Plan with a minimum  specified  period for guaranteed
payments.

If you choose  Income Plan 1 or 2, or, if  available,  another  Income Plan with
payments that continue for the life of the Annuitant or joint Annuitant, we will
require proof of age and sex of the Annuitant or joint Annuitant before starting
income payments, and proof that the Annuitant or joint Annuitant is alive before
we make each payment.  Please note that under such Income Plans, if you elect to
take no minimum guaranteed payments, it is possible that the payee could receive
only 1 income  payment if the Annuitant and any joint  Annuitant both die before
the second  income  payment,  or only 2 income  payments  if they die before the
third income payment, and so on.


We may make other Income Plans  available,  including ones that you and we agree
upon. You may obtain information about them by writing or calling us.

We will apply your Contract Value, adjusted by any Market Value Adjustment, less
applicable  taxes, to your Income Plan on the Payout Start Date. If your monthly
payments would be less than $20, and state law permits, we may:

o    pay you the Contract  Value,  adjusted by any Market Value  Adjustment  and
     less any applicable  taxes, in a lump sum instead of the periodic  payments
     you have chosen, or

o    reduce the frequency of your payments so that each payment will be at least
     $20.


INCOME PAYMENTS

We guarantee  income  payment  amounts for the  duration of the Income Plan.  We
calculate income payments by:

o    adjusting  your Contract  Value on the Payout Start Date by any  applicable
     Market Value Adjustment;

o    deducting any applicable premium tax; and

o    applying the resulting  amount to the greater of (a) the appropriate  value
     from the income  payment  table in your Contract or (b) such other value as
     we are offering at that time.

We may defer making  fixed  income  payments for a period of up to six months or
such shorter time as state law may require.  If we defer payments for 30 days or
more,  we will pay  interest  as  required  by law from the date we receive  the
withdrawal request to the date we make payment.


CERTAIN EMPLOYEE BENEFIT PLANS

The Contracts  offered by this  prospectus  contain  income  payment tables that
provide  for  different  payments  to men and women of the same  age,  except in
states that require  unisex  tables.  We reserve the right to use income payment
tables that do not  distinguish  on the basis of sex to the extent  permitted by
applicable law. In certain employment-related situations, employers are required
by law to use the same income payment tables for men and women. Accordingly,  if
the Contract is to be used in connection with an  employment-related  retirement
or benefit plan and we do not offer  unisex  annuity  tables in your state,  you
should  consult  with legal  counsel as to whether the purchase of a Contract is
appropriate.








<PAGE>



DEATH BENEFITS


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


We will pay a death benefit if, prior to the Payout Start Date:

1)  any Contract owner dies, or
2)  the Annuitant dies, if the Contract is owned by a non-natural person.

We  will  pay  the  death  benefit  to the  new  Contract  owner  as  determined
immediately  after  the  death.  The new  Contract  owner  would be a  surviving
Contract owner or, if none, the Beneficiary.


DEATH BENEFIT AMOUNT

Prior to the Payout Start Date, the death benefit is equal to the Contract Value
plus  any  positive  Market  Value  Adjustment  applied  in  excess  of the Free
Withdrawal Amount. Any applicable taxes may be deducted.

We  will  pay  the  death  benefit  to the  new  Contract  owner  as  determined
immediately  after  the  death.  The new  Contract  owner  would be a  surviving
Contract owner or, if none, the Beneficiary.

A claim for a  distribution  on death must include "Due Proof of Death." We will
accept the following documentation as Due Proof of Death:

o        a certified copy of the death certificate;
o        a certified copy of a decree of a court of competent jurisdiction as
         to the finding of death; or
o        any other proof acceptable to us.


DEATH BENEFIT PAYMENTS

The Contract owner eligible to receive death benefits has the following options:

1)   If the Contract owner is not a natural person, then the Contract owner must
     receive  the  death  benefit  in a lump  sum  within 5 years of the date of
     death.

2)   Otherwise, within 60 days of the date when the death benefit is calculated,
     the Contract  owner may elect to receive the death  benefit under an Income
     Plan or in a lump sum.  Payments  from the Income Plan must begin  within 1
     year of the date of death and must be payable throughout:

     o    the life of the Contract owner; or

     o    a period not to exceed the life expectancy of the Contract owner; or

     o    the life of the Contract  owner with payments  guaranteed for a period
          not to exceed the life expectancy of the Contract owner.

     Any death benefit  payable in a lump sum must be paid within 5 years of the
     date of death. If no election is made, funds will be distributed at the end
     of the 5 year period.

3)   If the surviving spouse of the deceased  Contract owner is the new Contract
     owner,  then the spouse may elect one of the  options  listed  above or may
     continue  the  Contract in the  Accumulation  Phase as if the death had not
     occurred.  If the  Contract is  continued in the  Accumulation  Phase,  the
     surviving  spouse may make a single  withdrawal of any amount within 1 year
     of the date of death without incurring a withdrawal  charge.  However,  any
     applicable  Market  Value  Adjustment,  determined  as of the  date  of the
     withdrawal, will apply.


<PAGE>



MORE INFORMATION

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



GLENBROOK

Glenbrook is the issuer of the  Contract.  Glenbrook  is a stock life  insurance
company  organized  under the laws of the State of Arizona in 1998.  Previously,
Glenbrook  was  organized  under  the  laws of the  State of  Illinois  in 1992.
Glenbrook  was  originally  organized  under the laws of the State of Indiana in
1965.  From 1965 to 1983 Glenbrook was known as "United  Standard Life Assurance
Company"  and from 1983 to 1992 as  "William  Penn  Life  Assurance  Company  of
America."

Glenbrook is  currently  licensed to operate in the District of Columbia and all
states except New York.  We intend to offer the Contract in those  jurisdictions
in which we are  licensed.  Our home  office is  located at 3100  Sanders  Road,
Northbrook, Illinois, 60062.

Glenbrook  is a wholly  owned  subsidiary  of Allstate  Life  Insurance  Company
("Allstate Life"), a stock life insurance company incorporated under the laws of
the State of Illinois.  Allstate  Life is a wholly owned  subsidiary of Allstate
Insurance Company,  a stock  property-liability  insurance company  incorporated
under the laws of Illinois.  All of the  outstanding  capital  stock of Allstate
Insurance Company is owned by The Allstate Corporation.

Glenbrook and Allstate Life entered into a reinsurance  agreement effective June
5,  1992.  Under the  reinsurance  agreement,  Allstate  Life  reinsures  all of
Glenbrook's  liabilities under its various contracts.  The reinsurance agreement
provides us with  financial  backing from Allstate  Life.  However,  it does not
create a direct contractual relationship between Allstate Life and you. In other
words,  the obligations of Allstate Life under the reinsurance  agreement are to
Glenbrook; Glenbrook remains the sole obligor under the Contract to you.

Several   independent   rating  agencies   regularly   evaluate  life  insurers'
claims-paying ability, quality of investments,  and overall stability. A.M. Best
Company assigns A+ (Superior) to Allstate Life which automatically reinsures all
net business of Glenbrook.  A.M. Best Company also assigns  Glenbrook the rating
of  A+(r)  because  Glenbrook  automatically  reinsures  all net  business  with
Allstate Life.  Standard & Poor's Insurance Rating Services assigns an AA+ (Very
Strong)  financial  strength  rating  and  Moody's  assigns  an Aa2  (Excellent)
financial strength rating to Glenbrook. Glenbrook shares the same ratings of its
parent,  Allstate Life. We may from time to time advertise  these ratings in our
sales literature.


THE CONTRACT

Allstate Life Financial  Services,  Inc.  ("ALFS") located at 3100 Sanders Road,
Northbrook,  IL 60062-7154  serves as a distributor of the contracts.  ALFS is a
wholly-owned subsidiary of Allstate Life Insurance Company. ALFS is a registered
broker-dealer  under the Securities  Exchange Act of 1934 as amended  ("Exchange
Act"), and is a member of the National  Association of Securities Dealers.  ALFS
is also registered with the Securities and Exchange  Commission as an investment
adviser.

We will pay commissions to  broker-dealers  who sell the Contracts.  Commissions
paid may vary, but we estimate that total commissions paid both on the sale of a
Contract and upon renewal of a Guaranteed Period,  will not exceed 8%. Sometimes
we also pay the  broker-dealer  a persistency  bonus in addition to the standard
commissions.  In  some  states,  Contracts  may be sold  by  representatives  or
employees  of banks  that  may be  acting  as  broker-dealers  without  separate
registration   under  the  Exchange  Act,   pursuant  to  legal  and  regulatory
exceptions.

Glenbrook does not pay ALFS a commission for distribution of the Contracts.  The
underwriting  agreement  with ALFS provides that we will  reimburse ALFS for any
liability to Contract owners arising from services rendered or Contracts issued.


QUALIFIED PLANS

If you use the Contract with a qualified plan, the plan may impose  different or
additional  conditions  or  limitations  on  withdrawals,  waivers of withdrawal
charges, death benefits, Payout Start Dates, income payments, and other Contract
features.  In addition,  adverse tax  consequences  may result if qualified plan
limits on  distributions  and other  conditions are not met. Please consult your
qualified plan administrator for more information.


LEGAL MATTERS

Freedman,  Levy,  Kroll & Simonds,  Washington,  D.C., has advised  Glenbrook on
certain  federal  securities  law matters.  All matters of state  insurance  law
pertaining  to the  Contracts,  including  the  validity  of the  Contracts  and
Glenbrook's  right to issue such Contracts  under state insurance law, have been
passed upon by Michael J. Velotta, General Counsel of Glenbrook.


YEAR 2000

Glenbrook is heavily  dependent upon complex  computer systems for all phases of
its   operations,   including   customer   service,   and  policy  and  contract
administration.  Since many of  Glenbrook's  older  computer  software  programs
recognize  only the last two digits of the year in any date,  some  software may
fail to operate  properly  in or after the year  1999,  if the  software  is not
reprogrammed  or replaced ("Year 2000 Issue").  Glenbrook  believes that many of
its  counterparties  and suppliers also have Year 2000 Issues which could affect
Glenbrook.  In 1995,  Allstate  Insurance  Company  commenced a plan intended to
mitigate  and/or  prevent  the  adverse  effects  of  Year  2000  Issues.  These
strategies  include  normal  development  and  enhancement  of new and  existing
systems, upgrades to operating systems already covered by maintenance agreements
and modifications to existing systems to make them Year 2000 compliant. The plan
also includes Glenbrook actively working with its major external  counterparties
and suppliers to assess their  compliance  efforts and  Glenbrook's  exposure to
them. Glenbrook presently believes that it will resolve the Year 2000 Issue in a
timely manner,  and the financial impact will not materially  affect its results
of operations,  liquidity or financial position. Year 2000 costs are and will be
expensed as incurred.


<PAGE>



TAXES

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



The following  discussion is general and is not intended as tax advice.  We make
no  guarantee  regarding  the  tax  treatment  of any  Contract  or  transaction
involving a Contract.

Federal,  state,  local and other tax  consequences  of  ownership or receipt of
distributions under an annuity contract depend on your individual circumstances.
If you are concerned about any tax  consequences  with regard to your individual
circumstances, you should consult a competent tax advisor.

TAXATION OF GLENBROOK

Glenbrook is taxed as a life  insurance  company under Part I of Subchapter L of
the Internal Revenue Code ("Tax Code" or "Code").

TAXATION OF ANNUITIES IN GENERAL

Tax Deferral.  Generally,  you are not taxed on increases in the Contract  Value
until a distribution occurs. This rule applies only where the owner is a natural
person. As a general rule,  annuity contracts owned by non-natural  persons such
as corporations,  trusts, or other entities are not treated as annuity contracts
for  federal  income  tax  purposes.  The income on such  contracts  is taxed as
ordinary  income  received  or accrued by the owner  during  the  taxable  year.
Contracts  will  generally be treated as held by a natural person if the nominal
owner is a trust that holds the  Contract  for the benefit of a natural  person.
Please see a competent tax advisor to discuss other  possible  exceptions to the
nonnatural owner rule.

Taxation of Partial and Full Withdrawals. If you make a partial withdrawal under
a  non-Qualified  Contract,  amounts  received  are  taxable  to the  extent the
Contract Value,  without regard to surrender charges,  exceeds the investment in
the Contract.  The  investment in the Contract is the gross premium paid for the
Contract minus any amounts previously received from the Contract if such amounts
were properly excluded from your gross income. If you make a partial  withdrawal
under a Qualified  Contract,  the portion of the payment  that is not taxable is
equal to the payment times the ratio of the  investment  in the contract  (i.e.,
nondeductible IRA contributions,  after tax contributions to qualified plans) to
the contract value.

You should contact a competent tax advisor about the potential tax  consequences
of a Market Value Adjustment, as no definitive guidance exists on the proper tax
treatment of Market Value  Adjustments.  If you make a full  withdrawal  under a
non-Qualified  Contract or a Qualified  Contract,  the amount  received  will be
taxable only to the extent it exceeds the investment in the Contract.

"Nonqualified   distributions"   from  Roth  IRAs  are   treated  as  made  from
contributions first and are taxable only to the extent that distributions exceed
contributions.  "Qualified  distributions"  from  Roth  IRAs  are  not  taxable.
"Qualified  distributions"  are any distributions made more than 5 taxable years
after the taxable year of the first contribution to any Roth IRA and which are:

o        made on or after the date the individual attains age 59 1/2,
o        made to a beneficiary after the Contract owner's death,
o        attributable to the Contract owner being disabled, or
o        for a first time home purchase (first time home purchases are subject
         to a lifetime limit of $10,000).

If you transfer a non-Qualified Contract without full and adequate consideration
to a person  other  than  your  spouse  (or to a  former  spouse  incident  to a
divorce), you will be taxed on the difference between the Contract Value and the
investment in the Contract at the time of transfer. Except for certain Qualified
Contracts, any amount you receive as a loan under a Contract, and any assignment
or pledge (or agreement to assign or pledge) of the Contract Value is treated as
a withdrawal of such amount or portion.

Taxation of Annuity Payments. Generally, the rule for income taxation of annuity
payments received from a non-Qualified  Contract provides for the return of your
investment in the Contract in equal  tax-free  amounts over the payment  period.
The balance of each payment received is taxable. The amount excluded from income
is determined by  multiplying  the payment by the ratio of the investment in the
Contract  (adjusted  for any  refund  feature  or period  certain)  to the total
expected  value of annuity  payments for the term of the  Contract.  The annuity
payments will be fully  taxable after the total amount of the  investment in the
Contract is excluded using these ratios.  If you die, and annuity payments cease
before the total  amount of the  investment  in the Contract is  recovered,  the
unrecovered amount will be allowed as a deduction for your last taxable year.

Taxation of Annuity Death  Benefits.  Death of a Contract owner, or death of the
Annuitant  if the  Contract  is  owned by a  non-natural  person,  will  cause a
distribution  of death  benefits  from a Contract.  Generally,  such amounts are
included in income as follows:

(1)  if distributed in a lump sum, the amounts are taxed in the same manner as a
     full withdrawal, or

(2)  if  distributed  under an Income  Plan,  the  amounts are taxed in the same
     manner as an annuity payment.

IRS Required  Distribution at Death Rules. To qualify as an annuity contract for
federal income tax purposes, a non-Qualified Contract must provide:

(1)  if any Contract  owner dies on or after the Payout  Start Date,  but before
     the entire  interest in the Contract has been  distributed,  the  remaining
     portion of such interest must be  distributed  at least as rapidly as under
     the method of distribution being used as of the date of the owner's death;

(2)  if any  Contract  owner  dies prior to the Payout  Start  Date,  the entire
     interest in the Contract must be distributed  within 5 years after the date
     of the owner's death.

         The 5-year requirement is satisfied if:

     o    any portion of the  Contract  owner's  interest  which is payable to a
          designated   Beneficiary  is   distributed   over  the  life  of  such
          Beneficiary (or over a period not extending beyond the life expectancy
          of the Beneficiary), and

     o    the distributions begin within 1 year of the Contract owner's death.

If the  Contract  owner's  designated  Beneficiary  is a surviving  spouse,  the
Contract may be continued with the surviving  spouse as the new Contract  owner.
If the owner of the Contract is a non-natural  person,  the Annuitant is treated
as the Contract owner for purposes of applying the  distribution at death rules.
In  addition,  a change in the  Annuitant on a Contract  owned by a  non-natural
person is treated as the death of the owner.

Penalty Tax on Premature Distributions. A 10% penalty tax applies to the taxable
amount of any premature distribution from a non-Qualified  Contract. The penalty
tax generally  applies to any distribution made prior to the date you attain age
59 1/2. However, no penalty tax is incurred on distributions:

o    made on or after the date the Contract owner attains age 59 1/2;

o    made as a result of the Contract owner's death or disability;

o    made in  substantially  equal periodic  payments over the Contract  owner's
     life or life expectancy,

o    made under an immediate annuity; or

o    attributable to investment in the Contract before August 14, 1982.

You should consult a competent tax advisor to determine if any other  exceptions
to the  penalty  apply  to your  situation.  Similar  exceptions  may  apply  to
distributions from Qualified Contracts.

Aggregation of Annuity Contracts.  All non-qualified  deferred annuity contracts
issued by Glenbrook  (or its  affiliates)  to the same owner during any calendar
year will be  aggregated  and treated as one annuity  contract  for  purposes of
determining the taxable amount of a distribution.


TAX QUALIFIED CONTRACTS

The Contract may be used with several  types of qualified  plans.  The tax rules
applicable to participants in qualified plans vary according to the type of plan
and the terms and  conditions  of the plan.  Qualified  plan  participants,  and
Contract owners,  Annuitants and Beneficiaries under the Contract may be subject
to the terms and conditions of the qualified plan regardless of the terms of the
Contract.


TYPES OF QUALIFIED PLANS

IRAs Section 408 of the Code permits  eligible  individuals  to contribute to an
individual  retirement  plan known as an IRA. IRAs are subject to limitations on
the  amount  that can be  contributed  and on the time  when  distributions  may
commence.  Certain  distributions  from other  types of  qualified  plans may be
"rolled  over" on a  tax-deferred  basis into an IRA. An IRA  generally  may not
provide  life  insurance,  but it may  provide a death  benefit  that equals the
greater of the premiums  paid or the  Contract  Value.  The Contract  provides a
death benefit that in certain situations, may exceed the greater of the payments
or the contract  value.  If the IRS treats the death  benefit as  violating  the
prohibition  on investment in life insurance  contracts,  the Contract would not
qualify as an IRA.

Roth  IRAs.  Section  408A of the  Code  permits  eligible  individuals  to make
nondeductible  contributions  to an individual  retirement  plan known as a Roth
IRA. Roth IRAs are subject to limitations on the amount that can be contributed.
In  certain  instances,  distributions  from Roth IRAs are  excluded  from gross
income.  Subject to certain limits, a traditional  Individual Retirement Account
or Annuity may be converted or "rolled over" to a Roth IRA. The taxable  portion
of a conversion or rollover  distribution  is included in gross  income,  but is
exempt from the 10% penalty tax on premature distributions.

Simplified  Employee Pension Plans.  Section 408(k) of the Code allows employers
to establish  simplified  employee  pension plans for their  employees using the
employees' IRAs if certain criteria are met. Under these plans the employer may,
within limits, make deductible contributions on behalf of the employees to their
individual  retirement  annuities.  Employers  intending  to use the contract in
connection with such plans should seek competent advice.

Savings Incentive Match Plans for Employees (SIMPLE Plans).  Sections 408(p) and
401(k) of the Tax Code allow  employers with 100 or fewer employees to establish
SIMPLE retirement plans for their employees. SIMPLE plans may be structured as a
SIMPLE  retirement  account using an employee's IRA to hold the assets,  or as a
Section 401(k) qualified cash or deferred arrangement. In general, a SIMPLE plan
consists of a salary  deferral  program for eligible  employees  and matching or
nonelective  contributions  made by  employers.  Employers  intending to use the
Contract in  conjunction  with SIMPLE plans should seek  competent tax and legal
advice.

Tax Sheltered  Annuities.  Section  403(b) of the Tax Code permits public school
employees and employees of certain types of tax-exempt  organizations (specified
in Section 501(c)(3) of the Code) to have their employers purchase Contracts for
them. Subject to certain  limitations,  a Section 403(b) plan allows an employer
to exclude the purchase  payments from the employees'  gross income.  A Contract
used for a Section 403(b) plan must provide that  distributions  attributable to
salary reduction  contributions made after 12/31/88,  and all earnings on salary
reduction contributions, may be made only:

1)   on or after the date the employee:
o    attains age 59 1/2,
o    separates from service,
o    dies, or
o    becomes disabled; or

2)   on account of hardship (earnings on salary reduction  contributions may not
     be distributed for hardship).

These  limitations  do not apply to withdrawals  where  Glenbrook is directed to
transfer some or all of the Contract Value to another 403(b) plan.

Corporate and  Self-Employed  Pension and Profit Sharing Plans.  Sections 401(a)
and 403(a) of the Tax Code permit corporate employers to establish various types
of  tax  favored   retirement   plans  for  employees.   The  Tax  Code  permits
self-employed   individuals  to  establish  tax  favored  retirement  plans  for
themselves and their employees. Such retirement plans may permit the purchase of
Contracts to provide benefits under the plans.

State and Local  Government and Tax-Exempt  Organization  Deferred  Compensation
Plans.  Section 457 of the Code permits employees of state and local governments
and tax-exempt  organizations to defer a portion of their  compensation  without
paying current income taxes.  The employees must be  participants in an eligible
deferred  compensation  plan.  Employees  with  Contracts  under  the  plan  are
considered  general  creditors of the employer.  The  employer,  as owner of the
Contract, has the sole right to the proceeds of the Contract. Under these plans,
contributions  made for the benefit of the employees  will not be taxable to the
employees until distributed from the plan.  However,  all compensation  deferred
under a 457 plan must remain the sole property of the  employer.  As property of
the  employer,  the  assets of the plan are  subject  only to the  claims of the
employer's general creditors,  until such time as the assets become available to
the employee or a beneficiary.


INCOME TAX WITHHOLDING

Glenbrook  is required to  withhold  federal  income tax at a rate of 20% on all
"eligible rollover  distributions"  unless you elect to make a "direct rollover"
of  such  amounts  to an IRA or  eligible  retirement  plan.  Eligible  rollover
distributions  generally  include all  distributions  from Qualified  Contracts,
excluding IRAs, with the exception of:

o    required minimum distributions, or

o    a series of substantially  equal periodic payments made over a period of at
     least 10 years, or,

o    over the life (joint lives) of the participant (and beneficiary).

Glenbrook  may be  required to withhold  federal and state  income  taxes on any
distributions from non-Qualified  Contracts, or Qualified Contracts that are not
eligible  rollover  distributions,  unless you notify us of your election not to
have taxes withheld.


<PAGE>

EXPERTS
- ------------------------------------------------------------------------------


The  financial  statements  and the  related  financial  statement  schedule  of
Glenbrook incorporated in this prospectus by reference from the Company's Annual
Report on Form 10-K for the year ended December 31, 1998 have been audited by
Deloitte & Touche LLP, independent auditors, as stated in their report, which is
incorporated herein by reference, and have been so incorporated in reliance upon
the report of such firm given upon their authority as experts in accounting and
auditing.


ANNUAL REPORTS AND OTHER DOCUMENTS

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

Glenbrook's  annual  report on Form 10-K for the year ended  December  31,  1998
("Form 10-K Annual  Report") is  incorporated  herein by reference,  which means
that it is legally a part of this prospectus.

After the date of this  prospectus  and before we terminate  the offering of the
securities  under this  prospectus,  all  documents  or reports we file with the
Securities  and  Exchange  Commission  ("SEC")  under the  Exchange Act are also
incorporated  herein by reference,  which means that they also legally  become a
part of this prospectus.

Statements in this  prospectus,  or in documents that we file later with the SEC
and that  legally  become a part of this  prospectus,  may  change or  supersede
statements  in  other  documents  that  are  legally  part of  this  prospectus.
Accordingly,  only the  statement  that is changed or replaced will legally be a
part of this prospectus.

We file our  Exchange  Act  documents  and  reports,  including  our  annual and
quarterly reports on Form 10-K and Form 10-Q electronically on the SEC's "EDGAR"
system using the identifying number CIK No. 0000945094.  The SEC maintains a Web
site  that  contains  reports,   proxy  and  information  statements  and  other
information  regarding  registrants that file  electronically  with the SEC. The
address of the site is http://www.sec.gov.  You also can view these materials at
the SEC's Public  Reference  Room at 450 Fifth Street,  N.W.,  Washington,  D.C.
20549.  For more  information  on the  operations of the SEC's Public  Reference
Room, call 1-800-SEC-0330.

If you have  received a copy of this  prospectus,  and would like a free copy of
any  document   incorporated  herein  by  reference  (other  than  exhibits  not
specifically incorporated by reference into the text of such documents),  please
write or call us at 3100 Sanders Road,  Northbrook,  Illinois 60062 (telephone :
1-800-755-5275).



ANNUAL STATEMENTS

At  least  once a year  prior  to the  Payout  Start  Date,  we will  send you a
statement   containing   information   about  your  Contract  Value.   For  more
information,  please  contact  your sales  representative  or call our  customer
support unit at 1-800-755-5275.



<PAGE>


                                   APPENDIX A

                             MARKET VALUE ADJUSTMENT



The Market Value Adjustment is based on the following:

I = Treasury  Rate for a  maturity  equal to the  Guarantee  Period for the week
preceding establishment of the Guarantee Period.

N = the  number  of  whole  and  partial  years  from the  date we  receive  the
withdrawal or death benefit request, or from the Payout Start Date to the end of
the Guarantee Period; and

J = the Treasury Rate for a maturity of length N for the week preceding the date
we determine the Market Value Adjustment.  If a rate with a maturity of length N
is not available,  we will use a weighted average. If N is less than or equal to
365 days, J will be the 1-year Treasury Rate.

The Market Value Adjustment factor is determined from the following formula:

                                .9 X (I - J) X N


To determine  the Market  Value  Adjustment,  we will  multiply the Market Value
Adjustment  factor by the amount  withdrawn  (in  excess of the Free  Withdrawal
Amount),  paid as a death  benefit,  or  applied  to an  Income  Plan,  out of a
Guarantee  Period at any time  other than  during  the 30 day  period  after the
Guarantee Period expires.


                                      A-1

<PAGE>





                       EXAMPLES OF MARKET VALUE ADJUSTMENT



Purchase Payment:     $10,000
Guarantee Period:     5 years
Interest Rate:        4.50%
Full Surrender:       End of Contract Year 3


NOTE: This illustration assumes that premium taxes are not applicable.



<TABLE>
<CAPTION>

                                    EXAMPLE 1: (Assumes declining interest rates)

<S>                                                               <C>
Step 1. Calculate Contract Value at End of Contract Year 3:       10,000.00 X (1.0450)3 = $11,411.66



Step 2. Calculate the Free Withdrawal Amount:                     Free Withdrawal Amount (.10 X 10,000) = $1,000



Step 3. Calculate the Withdrawal Charge:                          .06 X ($11,411.66 - $1,000) = $624.70



Step 4. Calculate the Market Value Adjustment:                    I     =           4.5%
                                                                  J     =           4.2%


                                                                  N     =            5 years - 3 years = 2 years

                                                                  Market Value Adjustment Factor: .9 X (I-J) X N

                                                                  = .9 X (.045 - .042) X (2) = .0054

                                                                  Market  Value  Adjustment  = Factor X  Amount  Subject  to
                                                                  Market Value Adjustment:

                                                                  = .0054 X ($11,411.66 - 1,000) = $56.22



Step 5. Calculate the actual amount received by Customers as a
result of full withdrawal at the end of Contract Year 3:          $11,411.66 - $624.70 + $56.22 = $10,843.18


</TABLE>


<PAGE>



<TABLE>
<CAPTION>

                   EXAMPLE 2: (Assumes rising interest rates)


<S>                                                                <C>
Step 1. Calculate Contract Value at End of Contract Year 3:        10,000.00 X (1.045)3 = $11,411.66



Step 2. Calculate the Free Withdrawal Amount:                      Free Withdrawal Amount (.10 X 10,000) = $1,000





Step 3. Calculate the Withdrawal Charge:                           .06 X ($11,411.66 - $1,000) = $624.70


Step 4. Calculate the Market Value Adjustment:                     I     =           4.5%
                                                                   J     =           4.8%


                                                                   N     =            5 years - 3 years = 2 years

                                                                   Market Value Adjustment Factor: .9 X (I-J) X N

                                                                   = .9 X (.045 - .048) X (2) = -.0054


                                                                   Market Value Adjustment = Market Value Adjustment  Factor
                                                                   X Amount Subject to Market Value Adjustment

                                                                   = -.0054 X ($11,411.66  - $1,000) = - $56.22



Step 5. Calculate the amount received by Customers as a
result of full withdrawal at the end of Contract Year 3:           $11,411.66 - $624.70 - $56.22 = $10,730.74


</TABLE>



                                      A-3

<PAGE>



                                   back cover










This  prospectus  does not constitute an offering in any  jurisdiction  in which
such offering may not lawfully be made.  We do not  authorize  anyone to provide
any  information  or  representations  regarding the offering  described in this
prospectus other than as contained in this prospectus.



<PAGE>

                                     PART II
                   INFORMATION NOT REQUIRED IN THE PROSPECTUS

ITEM 15. INDEMNIFICATION OF DIRECTORS AND OFFICERS.

     The By-laws of Glenbrook Life and Annuity  Company  ("Registrant")  provide
that  Registrant  will indemnify its officers and directors for certain  damages
and  expenses  that  may be  incurred  in  the  performance  of  their  duty  to
Registrant.  No  indemnification  is  provided,  however,  when  such  person is
adjudged to be liable for negligence or misconduct in the  performance of his or
her duty,  unless  indemnification  is  deemed  appropriate  by the  court  upon
application.

ITEM 16.  EXHIBITS AND FINANCIAL STATEMENT SCHEDULES.

Exhibit No.       Description

(1)  Form  of  Underwriting   Agreement   (Previously  filed  in  Post-Effective
     Amendment No. 1 to this  Registration  Statement (File No. 033-92842) dated
     April 9, 1996.)

(2)  None

(4)  Form of  Glenbrook  Life and  Annuity  Flexible  Payment  Deferred  Annuity
     Contract and Application (Previously filed in Post-Effective  Amendment No.
     2 to this Registration Statement (File No. 033-92842) dated April 1, 1997.)

(5)(a)  Opinion  of  General   Counsel  re:   Legality   (Previously   filed  in
     Post-Effective  Amendment No. 2 to this  Registration  Statement  (File No.
     033-92842) dated April 1, 1997.)

5(b) Opinion of General Counsel re: Legality

(8)  None

(11) None

(12) None

(15) None

(23)(a) Independent Auditors' Consent

(23)(b) Consent of Attorneys

(24)(a) Powers of Attorney  (Previously filed in Post-Effective  Amendment No. 2
     to this Registration Statement (File No. 033-92842) dated April 1, 1997.)

(24)(b) Power of Attorney for Thomas J. Wilson, II

(25) None

(26) None

(27) Not applicable

(99) Form  of   Resolution   of  Board  of   Directors   (Previously   filed  in
     Post-Effective  Amendment No. 1 to this  Registration  Statement  (File No.
     033-92842) dated April 9, 1996.)


ITEM 17.  UNDERTAKINGS.

The undersigned registrant hereby undertakes:

(1)  to file,  during  any  period in which  offers or sales are being  made,  a
     post-effective amendment to the registration statement:

     (i)  to  include  any  prospectus  required  by  section  10(a)(3)  of  the
          Securities Act of 1933;

     (ii) to reflect in the  prospectus  any facts or events  arising  after the
          effective  date of the  registration  statement  (or the  most  recent
          post-effective  amendment  thereof  )  which,  individually  or in the
          aggregate, represent a fundamental change in the information set forth
          in the registration statement; and

     (iii)to  include  any  material  information  with  respect  to the plan of
          distribution not previously disclosed in the registration statement or
          any material change to such information in the registration statement;

provided,  however,  that  paragraphs  (1)(i)  and  (1)(ii)  do not apply if the
information  required  to be  included in a  post-effective  amendment  by those
paragraphs  is  contained  in periodic  reports  filed with or  furnished to the
Commission  by  Registrant  pursuant  to Section  13 or 15(d) of the  Securities
Exchange Act of 1934 that are  incorporated  by  reference  in the  registration
statement.

(2)  That, for the purpose of determining any liability under the Securities Act
     of 1933,  each such  post-effective  amendment  shall be deemed to be a new
     registration  statement relating to the securities offered therein, and the
     offering of such  securities at that time shall be deemed to be the initial
     bona fide offering thereof;

(3)  To remove from  registration by means of a post-effective  amendment any of
     the securities  being  registered which remain unsold at the termination of
     the offering.

Insofar as indemnification  for liabilities  arising under the Securities Act of
1933 may be permitted to  directors,  officers  and  controlling  persons of the
registrant,  Glenbrook  Life and  Annuity  Company,  pursuant  to the  foregoing
provisions, or otherwise, the registrant has been advised that in the opinion of
the Securities and Exchange  Commission such  indemnification  is against public
policy as expressed in the Act and is,  therefore,  unenforceable.  In the event
that a claim  for  indemnification  against  such  liabilities  (other  than the
payment by  registrant  of expenses  incurred or paid by a director,  officer or
controlling  person of the registrant in the  successful  defense of any action,
suit or proceeding) is asserted by such director,  officer or controlling person
in connection with the securities being registered,  the registrant will, unless
in the  opinion  of its  counsel  the matter  has been  settled  by  controlling
precedent,  submit to a court of appropriate  jurisdiction  the question whether
such  indemnification  by it is  against  public  policy  as  expressed  in  the
Securities Act and will be governed by the final adjudication of such issue.



<PAGE>



                                   SIGNATURES

Pursuant to the requirements of the Securities Act of 1933, Registrant certifies
that  it has  reasonable  grounds  to  believe  that  it  will  meet  all of the
requirements   for  filing  on  Form  S-3  and  has  duly  caused  this  amended
registration statement to be signed on its behalf by the undersigned,  thereunto
duly  authorized,  and its seal to be  hereunto  affixed  and  attested,  in the
Township of Northfield, State of Illinois on the 27th day of April, 1999.

                       GLENBROOK LIFE AND ANNUITY COMPANY
                                  (REGISTRANT)

(SEAL)

Attest: /s/BRENDA D. SNEED           By: /s/MICHAEL J. VELOTTA
        ------------------               ---------------------
          Brenda D. Sneed                 Michael J. Velotta
          Assistant Secretary             Vice President, Secretary and
          and Assistant General Counsel          General Counsel


Pursuant  to the  requirements  of the  Securities  Act of  1933,  this  amended
registration  statement  has  been  signed  by  the  following  persons  in  the
capacities indicated and on the 27th day of April, 1999.


*/LOUIS G. LOWER, II               Chairman of the Board, Chief
    Louis G. Lower, II             Executive Officer and Director
                                   (Principal Executive Officer)

/s/MICHAEL J. VELOTTA              Vice President, Secretary, General
   Michael J. Velotta                 Counsel and Director

*/THOMAS J. WILSON, II             Vice Chairman and Director
Thomas J. Wilson, II               (Principal Operating Officer)

*/PETER H. HECKMAN                 President, Chief Operating Officer
    Peter H. Heckman                   and Director

*/JOHN R. HUNTER                    Director
    John R. Hunter

*/KEVIN R. SLAWIN                   Vice President and Director
   Kevin R. Slawin                    (Principal Financial Officer)

*/G. CRAIG WHITEHEAD                Vice President and Director
    G. Craig Whitehead

*/KEITH A. HAUSCHILDT               Assistant Vice President and Controller
    Keith A. Hauschildt               (Principal Accounting Officer)

*/ By Michael J.  Velotta,  pursuant to Powers of Attorney  previously  filed or
filed herewith.






<PAGE>




                                  EXHIBIT LIST

The following exhibits are filed herewith:

Exhibit No.                Description

(5)(b)                     Opinion of General Counsel re: Legality
(23)(a)                    Independent Auditors' Consent
(23)(b)                    Consent of Attorneys
(24)(b)                    Power of Attorney for Thomas J. Wilson, II




                       GLENBROOK LIFE AND ANNUITY COMPANY
                          LAW AND REGULATION DEPARTMENT
                             3100 Sanders Road, J5B
                           Northbrook, Illinois 60062
                         Direct Dial Number 847-402-2400
                             Facsimile 847-402-4371


Michael J. Velotta                         Please direct reply to:
 Vice President, Secretary                 Post Office Box 3005
   and General Counsel                     Northbrook, Illinois 60065-3005

                                 April 14, 1999

TO:               GLENBROOK LIFE AND ANNUITY COMPANY
                  NORTHBROOK, ILLINOIS  60062

FROM:             MICHAEL J. VELOTTA
                  VICE PRESIDENT, SECRETARY AND GENERAL COUNSEL

RE:               FORM S-3 REGISTRATION STATEMENT
                  UNDER THE SECURITIES ACT OF 1933
                  FILE NO. 033-92842

         With  reference  to the  Registration  Statement  on Form S-3  filed by
Glenbrook  Life and Annuity  Company (the  "Company")  with the  Securities  and
Exchange Commission covering the Flexible Payment Deferred Annuity Contracts,  I
have examined such  documents  and such law as I have  considered  necessary and
appropriate,  and on the basis of such examination,  it is my opinion that as of
December 28, 1999:

1.       The Company is duly  organized and existing under the laws of the State
         of Arizona and has been duly  authorized to do business by the Director
         of Insurance of the State of Arizona.

2.       The  securities  registered by the above  Registration  Statement  when
         issued will be valid, legal and binding obligations of the Company.

         I hereby  consent  to the  filing of this  opinion as an exhibit to the
above  referenced  Registration  Statement  and to the use of my name  under the
caption  "Legal   Matters"  in  the  Prospectus   constituting  a  part  of  the
Registration Statement.

Sincerely,


/s/ MICHAEL J. VELOTTA
- -------------------------
Michael J. Velotta
Vice President, Secretary and
  General Counsel





INDEPENDENT AUDITORS' CONSENT


We consent to the  incorporation by reference in this  Post-Effective  Amendment
No. 4 to Registration Statement No. 033-92842 Glenbrook Life and Annuity Company
to Form S-1 on Form S-3 of of our report dated  February 19, 1999,  appearing in
the Annual  Report on Form 10-K of  Glenbrook  Life and Annuity  Company for the
year ended  December  31,  1998,  and to the  reference  to us under the heading
"Experts" in the Prospectus, which is part of such Registration Statement.


/s/ Deloitte & Touche LLP

Chicago, Illinois
April 26, 1999








Freedman, Levy, Kroll & Simonds

                                   CONSENT OF
                         FREEDMAN, LEVY, KROLL & SIMONDS

We hereby consent to the reference to our firm under the caption "Legal Matters"
in the prospectus contained in Post-Effective Amendment No. 4 to Form S-1 on the
Form S-3 Registration  Statement of Glenbrook Life and Annuity Company (File No.
033-92842).

                       /s/FREEDMAN, LEVY, KROLL & SIMONDS

Washington, D.C.
April 26, 1999






                                POWER OF ATTORNEY

                                 WITH RESPECT TO
                       GLENBROOK LIFE AND ANNUITY COMPANY



         Know all men by  these  presents  that  Thomas  J.  Wilson,  II,  whose
signature appears below, constitutes and appoints Louis G. Lower, II and Michael
J.  Velotta,  each  acting  individually,  his  attorney-in-fact,  with power of
substitution and in any and all capacities,  to sign any registration statements
and amendments  thereto for the Glenbrook  Life and Annuity  Company and related
Contracts  and to file the same,  with exhibits  thereto and other  documents in
connection  therewith,  with the  Securities  and  Exchange  Commission,  hereby
ratifying and  confirming all that said  attorney-in-fact,  or his substitute or
substitutes, may do or cause to be done by virtue hereof.


                                                     April 23, 1999  
                                                     Date


                                                     /s/Thomas J. Wilson, II 
                                                     Thomas J. Wilson, II
                                                     Vice Chairman and Director




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