GLENBROOK LIFE & ANNUITY CO
POS AM, 2000-04-06
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  AS FILED WITH THE SECURITIES AND EXCHANGE COMMISSION ON APRIL 6, 2000

                               FILE NO. 333-07275

                       SECURITIES AND EXCHANGE COMMISSION

                             WASHINGTON, D.C. 20549

                       POST-EFFECTIVE AMENDMENT NO. 4 /X/

                                       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                     ALFS, 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 VALUE RESERVE

Glenbrook Life and Annuity Company                  Prospectus dated May 1, 2000
3100 Sanders Road, Northbrook, IL 60062
Telephone Number: 1-800-776-6978

Glenbrook Life and Annuity Company ("Glenbrook") is offering The Glenbrook Value
Reserve,  a group and individual  deferred  annuity contract  ("Contract").  The
Contract can be either a "Flexible  Payment  Contract," which permits you to add
additional  payments after the initial  payment,  or it can be a "Single Payment
Contract,"  which  does not offer that  flexibility.  This  prospectus  contains
information  about the Contract  that you should know before  investing.  Please
keep it for future reference.

The Contracts are available  through ALFS,  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.

IMPORTANT      The  Contracts   may  be   distributed   through broker-dealers
NOTICES        that  have  relationships  with  banks  or  other financial
               institutions  or by  employees of such banks.  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

                                                                           Page

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
                               Annual Statements
                               Appendix A - Market Value Adjustment

<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
          SEC
          Settlement Value
          Systematic Withdrawal Program

     *In certain states, the Contract is only available as a group Contract.  In
     these  states,  we  will  issue  you  a  certificate  that  summarizes  the
     provisions  of  the  group  Contract.  References  to  "Contract"  in  this
     prospectus include certificates, unless the context requires otherwise.

<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
or                                 ($2,000 for a "Qualified Contract," which is
Single  Payment                    a $5,000 Contract  issued  with  a  qualified
                                   plan).  You  can  add to a  Flexible  Payment
                                   Contract  as often  and as much as you  like.
                                   You must  maintain a minimum  account size of
                                   $2,000.

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.

Expenses                           You will bear the following expenses:

                                   o   Withdrawal charge of 7% on amounts
                                       withdrawn(with exceptions, and decreasing
                                       in later years).
                                   o   State premium tax (if your state imposes
                                       one).

Guaranteed                         The Contract offers fixed interest rates that
Interest                           we guarantee for specified periods we call
                                   "Guarantee Periods." To find out what the
                                   current rates are on the Guarantee Periods,
                                   call us at 1-800-776-6978.

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

                                   o   Automatic Additions Program (Flexible
                                       Payment Contracts only).

                                   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  Contractowner is not a
                                   natural  person  and the  Annuitant dies
                                   before the Payout  Start  Date,  we will
                                   pay benefits as described in the Contract.

Withdrawals                        You may withdraw some or all of your Contract
                                   value("Contract Value") at any time prior to
                                   the Payout Start Date.  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  required 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.

Issue                                 Payout Start
Date      Accumulation Phase            Date                Payout Phase

- -------------------------------------------------------------------------------
You buy      You save for          You elect to    You can receive   Or you can
a Contract   retirement            receive income  income payments     receive
                                   payments or     for a set period    income
                                   receive a lump                      payments
                                   sum payment                         for life

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 1-800-776-6978 if you have any question about how the Contract
works.

<PAGE>

THE CONTRACT
- ------------------------------------------------------------------------------

CONTRACT OWNER

The Glenbrook Value Reserve 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    for  Flexible  Payment  Contracts,  the amount and timing of your  purchase
     payments,

o    the amount and timing of your 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 the last surviving Contract Owner dies, 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.  At issue, the maximum age of either owner, or annuitant if the owner is
a non-natural person, cannot exceed age 90.

You can use the Contract with or without a qualified plan. A "qualified plan" is
a 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.) The Contract requires that there be an Annuitant at all times
during the  Accumulation  Phase and on the Payout Start Date. The Annuitant must
be a  natural  person  and may not be older  than 90 at issue if the  owner is a
non-natural person. If the owner is a natural person, there is not a maximum age
limit for the Annuitant.

You initially designate an Annuitant in your application.  If the Contract owner
is a natural  person,  you may  change  the  Annuitant  at any time prior to the
Payout  Start  Date.  Once we receive  your change  request,  any change will be
effective  at the time you sign the  written  notice.  We are not liable for any
payment we make or other  action we take before  receiving  any written  request
from you.  Prior to the payout start date 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:

             (i)  the youngest Contract owner; otherwise

             (ii) the youngest Beneficiary.

<PAGE>

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.

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    your spouse or, if he or she is no longer alive,

o    your surviving children equally, or if you have no surviving children,

o    your estate.


If more than one  Beneficiary  survives you (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  $5,000  ($2,000 for  Qualified
Contracts).  You may make  additional  purchase  payments to a Flexible  Payment
Contract at any time prior to 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. For Flexible  Payment  Contracts,  we reserve the right to limit
the maximum amount of purchase  payments we will accept as well as the number of
additional  purchase payments we will accept. We reserve the right to reject any
application in our sole discretion.

AUTOMATIC ADDITIONS PROGRAM

You may make subsequent  purchase payments by automatically  transferring  money
from your bank account to your Flexible Payment  Contract.  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.  We will credit  interest to your purchase  payment
from the Issue Date and, under the Flexible Payment  Contract,  from the date of
receipt for additional purchase payments.

RIGHT TO CANCEL

You may cancel your Contract within the Cancellation Period, which is the 20-day
period following receipt of your 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  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.  We currently offer Guarantee Periods of 1, 2, 3, 4, 5, 6, 7,
8, 9 and 10 years in length for the  Flexible  Payment  Contract,  and a limited
number of Guarantee  Periods for the single payment  Contract.  In the future we
may offer Guarantee  Periods of different lengths ranging from 1 to 15 years, or
stop offering some Guarantee Periods.

You must  select a Guarantee  Period for each  purchase  payment.  If you do not
select a Guarantee Period for a purchase payment, we will assign the same period
used for the  most  recent  purchase  payment.  You may  allocate  the  purchase
payment(s) to one Guarantee Period or many Guarantee Periods.

Amounts allocated to Guarantee Periods become part of our general account, which
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 allocate to a Guarantee  Period 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
that  particular  time. We will not change the interest rate that we credit to a
particular  allocation 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  Glenbrook  at
1-800-776-6978.

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  (under a Flexible
Payment  Contract) 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:

Example

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

<PAGE>

                                   END OF CONTRACT YEAR
<TABLE>
<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)                       X1.045
                                                   ------
                                               $10,450.00

Contract Value at end of Contract Year                     $10,450.00
X (1 + Annual Interest Rate)                                   X1.045
                                                               ------
                                                            $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
</TABLE>

Total Interest Credited During Guarantee Period = $2,461.82($12,461.82-$10,000)

This example assumes no withdrawals  during the entire 5 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 an  adjustment  that reflects  changes in interest  rates since the
time you invested the amount withdrawn.  We call this adjustment a "Market Value
Adjustment,"  and we describe it below.  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.

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  expired  Guarantee  Period.  The  new
     Guarantee Period will begin on the day the previous  Guarantee Period ends.
     The new  interest  rate  will  be our  then  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 ends.  The new  interest  rate will be our then
     current declared rate for those Guarantee Period(s); or

3)   withdraw all or a portion of your money from the expired  Guarantee  Period
     without  incurring  a Market  Value  Adjustment  (a  withdrawal  charge may
     apply).  During the first 30 days of a renewal Guarantee Period, any amount
     withdrawn  will not reflect any interest  earned during the 30-day  period.
     The amount  withdrawn  will be deemed to have been withdrawn on the day the
     previous  Guarantee  Period  ended.  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.


<PAGE>

MARKET VALUE ADJUSTMENT

All withdrawals from a Guarantee Period, other than those taken during the first
30 days of a renewal Guarantee Period, are subject to a Market Value Adjustment.
A Market Value  Adjustment  also may apply when you apply your Contract Value to
an Income Plan (other than during the 30-day period described above). A positive
Market Value Adjustment may apply to the payment of the death benefit.

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

o    to satisfy IRS minimum distribution rules for the Contract,

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

o    that qualify for the confinement and terminal  illness  waivers,  described
     under "Expenses" below.


We apply the Market Value  Adjustment to reflect  changes in interest rates from
the time the amount being  withdrawn was allocated to a Guarantee  Period to the
time you withdraw 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 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. As such, you bear the investment risk associated with 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.

Generally,  if the Treasury  Rate at the time you allocate  money to a Guarantee
Period is lower than the applicable current Treasury Rate, 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 5 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 the same duration 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 5 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  of up to 7% of  the  Contract  Value  you
withdraw.  However,  each year you may withdraw up to 10% of the funds initially
allocated  to the  Guarantee  Period  from which you are  making the  withdrawal
without paying a withdrawal  charge.  We measure each year from the commencement
of the relevant  Guarantee Period.  Unused portions of this 10% "Free Withdrawal
Amount" are not carried forward to future years or other Guarantee  Periods.  We
will deduct withdrawal charges,  if applicable,  from the amount paid unless you
instruct otherwise.

The  withdrawal  charge  percentage  declines  to 0%  over a  seven-year  period
according to the following schedule:

Number of Complete Years Since
We Received the Purchase



Payment Being Withdrawn:  0     1     2    3    4     5     6    7+

Applicable Charge:        7%    7%    6%   5%   4%    3%    2%   0%



We determine the withdrawal  charge by multiplying the percentage  corresponding
to the purchase  payment  year times the amount  withdrawn in excess of the Free
Withdrawal Amount.

We treat the oldest purchase  payments as being withdrawn  first. We will deduct
withdrawal charges, if applicable,  from the amount paid. For federal income tax
purposes,  earnings  under  your  Contract  are  considered  to come out  first,
regardless of which Guarantee  Period(s) you choose to withdraw your money from.
This means you pay taxes on your withdrawal to the extent of any earnings in the
Contract.

We do not apply a withdrawal charge in the following situations:

o    on the Payout Start Date;

o    withdrawals  taken  to  satisfy  IRS  minimum  distribution  rules  for the
     Contract;

o    at the  expiration of 5- and 6-year  Guarantee  Periods,  withdrawals  made
     within the first 30 days of their renewal Guarantee Periods; or

o    withdrawals that qualify for a waiver as described below.


We use the amounts obtained from the withdrawal  charge to pay sales commissions
and other  promotional or  distribution  expenses  associated with marketing the
Contracts.

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

Confinement  Waiver.  For Flexible  Payment  Contracts  only,  we will waive the
withdrawal charge and any Market Value Adjustment 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 not a natural  person,
             are first  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;

<PAGE>

             2) you must request the withdrawal and provide written proof of the
             stay to us 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 the stay in a
long term care facility.

Terminal Illness Waiver.  For Flexible Payment Contracts only, we will waive the
withdrawal charge and any Market Value Adjustment on all withdrawals taken prior
to the Payout Start Date under your Contract if:

          1) you  (or the  Annuitant  if the  Contract  owner  is not a  natural
          person)  are first  diagnosed  by a  physician  as  having a  terminal
          illness (as defined in the  Contract) at least 30 days after the Issue
          Date; and

          2) you claim this benefit and deliver adequate proof of diagnosis to
          us.

Please refer to your Contract for more detailed  information about the terms and
conditions of these waivers.

The laws of your state may limit the  availability of these waivers and may also
change  certain terms and/or  benefits  available  under the waiver.  You should
consult your Contract for further details on these variations. Also, even if you
do not need to pay our withdrawal charge because of these waivers, you still may
be required to pay taxes or tax  penalties on the amount  withdrawn.  You should
consult your tax adviser to determine the effect of a withdrawal on your taxes.

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  some time 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 your total
Contract Value, prior to applying your money to an Income Plan.

<PAGE>

ACCESS TO YOUR MONEY
- ------------------------------------------------------------------------------

You can withdraw some or all of your money 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(s)  from which you would like to withdraw
your  money.  If none  is  specified,  then  any  withdrawal  request  would  be
incomplete and could not be honored.

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,  we may require that you 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 call  our
customer support unit at 1-800-776-6978, for details.

Income  taxes may  apply to  systematic  withdrawals.  Please  consult  your tax
advisor before taking any withdrawal.

We may  modify  or  suspend  the  Systematic  Withdrawal  Program  and  charge a
processing  fee  for  the  service.  If we  modify  or  suspend  the  Systematic
Withdrawal  Program,   existing  systematic  withdrawal  payments  will  not  be
affected.

MINIMUM CONTRACT VALUE

If the amount you withdraw  reduces the Contract  Value to less than $2,000,  we
will treat the  withdrawal  as a request for total  withdrawal  of the  Contract
Value. A total withdrawal of the Contract Value will terminate the Contract.  We
will,  however,  ask you to confirm your withdrawal  request before  terminating
your  Contract.  If you surrender  your  Contract,  we will pay you its Contract
Value adjusted by any applicable  Market Value  Adjustment,  less any applicable
withdrawal charges and taxes.

POSTPONEMENT OF PAYMENTS

We may  defer  payment  of  withdrawals  for up to six  months  from the date we
receive your withdrawal request.

<PAGE>

INCOME PAYMENTS
- ----------------------------------------------------------------------------

PAYOUT START DATE

The Payout Start Date is the day that we apply your Contract Value,  adjusted by
the Market Value  Adjustment,  less any applicable taxes, to an Income Plan. The
Payout Start Date must be:

o    at least 30 days after the Issue Date; and

o    no  later  than  the  Annuitant's  90th  birthday,  or  the  10th  Contract
     anniversary, if later.


You may change the Payout Start Date 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 as described in your Contract.

INCOME PLANS

An  Income  Plan  is a  series  of  scheduled  payments  to you or  someone  you
designate.  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.  After the Payout Start Date, you may not make withdrawals or change your
choice of Income Plan.

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 as required by the Contract.

          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  as  required  by the
          Contract.

          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  will be greater than the income  payments  made
under the same  Income  Plan  with a minimum  specified  period  for  guaranteed
payments.

We may make other Income Plans available.  You may obtain information about them
by writing or calling us.

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 may
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 still 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.

<PAGE>

We will apply your Contract Value,  adjusted by a Market Value Adjustment,  less
applicable  taxes to your  Income Plan on the Payout  Start Date.  If the amount
available  to apply  under an Income  Plan is not  enough to  provide an initial
payment of at least $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:

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

     2)   deducting any applicable premium tax; and

     3)   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 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.


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 company or other legal
     entity.

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.


<PAGE>

DEATH BENEFIT AMOUNT

Prior to the Payout Start Date, the death benefit is equal to the greatest of:

     1)   the Contract Value as of the date we determine the death benefit, or

     2)   the Settlement Value (that is, the amount that would have been payable
          on a full  withdrawal  of the  Contract  Value)  on the  date  that we
          determine the death benefit.

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 a death certificate;

o    a certified copy of a decree of a court of competent  jurisdiction  as to a
     finding of death; or

o    any other proof acceptable to us.

DEATH BENEFIT PAYMENTS

A death benefit will be paid:

     1)   if the Contract owner elects to receive the death benefit  distributed
          in a single payment within 180 days of the date of death, and

     2)   if the death  benefit is paid as of the day we determine  the value of
          the death benefit.  Otherwise,  we will pay the Settlement  Value. The
          Settlement Value paid will be the Settlement Value next computed after
          the  requested  distribution  date  for  payment  or on the  mandatory
          distribution date of 5 years after the date of death. We are currently
          waiving  the 180 day limit,  but we reserve  the right to enforce  the
          limitation in the future.

In any event,  the entire value of the  Contract  must be  distributed  within 5
years  after the date of death  unless an Income  Plan is elected or a surviving
spouse continues the Contract in accordance with the provisions described below.

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
          may receive the death benefit in one or more distributions.

     2)   If the Contract  owner is a natural  person,  the  Contract  owner may
          elect to receive the death benefit in one or more  distributions or by
          periodic  payments  through an Income Plan.  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 one 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.  The single
          withdrawal amount is in addition to the annual Free Withdrawal Amount.
          If the  Contract  is  continued  and  there is no  Annuitant,  the new
          Annuitant will be the surviving spouse.

<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  headquarters  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 substantially
all of  Glenbrook's  liabilities  under its  various  insurance  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

ALFS, Inc., 3100 Sanders Road,  Northbrook,  Illinois, a wholly owned subsidiary
of Allstate Life  Insurance  Company,  acts as the principal  underwriter of the
Contracts.  ALFS is registered as a broker-dealer  under the Securities Exchange
Act of 1934,  as  amended  ("Exchange  Act"),  and is a member  of the  National
Association of Securities Dealers, Inc.

Contracts are sold by registered representatives of unaffiliated  broker-dealers
or bank  employees  who are licensed  insurance  agents  appointed by Glenbrook,
either  individually  or through an incorporated  insurance  agency and who have
entered into a selling  agreement  with ALFS and Glenbrook to sell the Contract.
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.


<PAGE>

Commissions  paid may vary, but in aggregate are not anticipated to exceed 8% of
any purchase payment. In addition, under certain circumstances,  certain sellers
of the Contracts may be paid  persistency  bonuses which will take into account,
among other things,  the length of time purchase payments have been held under a
Contract,  and Contract  values.  A persistency  bonus is not expected to exceed
1.20%, on an annual basis, of the Contract values  considered in connection with
the bonus. These commissions are intended to cover distribution expenses.

The  underwriting  agreement  between  Glenbrook  and ALFS provides that we will
reimburse  ALFS for any  liability  to Contract  owners  arising out of services
rendered or Contracts issued.

We and ALFS  reserve  the right to offer  the  Contract  at a  special  interest
rate(s) for specific time periods to customers of certain broker-dealers. We and
ALFS may also negotiate special commissions with such broker-dealers.

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 applicable  state 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
have failed to operate  properly in or after the year 1999,  if the software was
not reprogrammed or replaced ("Year 2000 Issue").  Glenbrook  believes that many
of its  counterparties  and suppliers  also had potential Year 2000 Issues which
could affect  Glenbrook.  In 1995,  Allstate  Insurance Company commenced a four
phase plan intended to mitigate  and/or prevent the adverse effects of Year 2000
Issues.  These strategies included 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  included  Glenbrook  actively  working with its major
external  counterparties  and suppliers to assess their  compliance  efforts and
Glenbrook's  exposure to them.  Because of the  accuracy  of this plan,  and its
timely completion,  Glenbrook has experienced no material impacts on its results
of operations,  liquidity or financial position due to the Year 2000 issue. Year
2000 costs are 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 five  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 owner's death,

o    attributable to the owner being disabled, or

o    for a first time home purchase  (first time home purchases are subject to a
     lifetime limit of $10,000).

<PAGE>

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 annuity  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  annuity  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 owner.  If the
owner of the Contract is a non-natural  person,  the Annuitant is treated as the
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 owner attains age 59 1/2;
o   made as a result of the owner's death or disability;
o   made in substantially equal periodic payments over the owner's life or
    life expectancy,
o   made under an immediate annuity; or
o   attributable to investment in the Contract before August 14, 1982.

<PAGE>

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 income on
qualified  plan and IRA  investments  is tax deferred and annuities held by such
plans do not  receive  any  additional  tax  deferral.  You  should  review  the
features,  including all benefits and  expenses,  prior to purchasing a variable
annuity in a qualified  plan or IRA.  Glenbrook  reserves the right to limit the
availability of the Contract for use with any Qualified Plans listed below.  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.

<PAGE>

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 December 31, 1988, 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 to not
have taxes withheld.

<PAGE>

EXPERTS

The  financial   statements  and  the  related  financial   statement   schedule
incorporated in this prospectus by reference from  Glenbrook's  Annual Report on
Form 10-K for the year ended  December  31, 1999 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,  1999
("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 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:
1-800-776-6978).

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 1-800-776-6978.

<PAGE>

                                       A-1

                                   APPENDIX A

                             MARKET VALUE ADJUSTMENT

The Market Value Adjustment is based on the following:

             I = the Treasury Rate for a maturity equal to the Guarantee  Period
             for the week preceding the 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 equal to the Guarantee  Period
             for the week preceding the receipt of the withdrawal request, death
             benefit  request,  or  income  payment  request.  If a note  with a
             maturity of the original Guarantee Period is not available, we will
             use a weighted average.

             "Treasury  Rate" means the U.S.  Treasury  Note  Constant  Maturity
             weekly yield as reported in Federal Reserve Bulletin Release H.15.

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, from a Guarantee
Period,  other than amounts withdrawn or applied from a renewal Guarantee Period
during the first 30 days thereof.

<PAGE>

EXAMPLES OF MARKET VALUE ADJUSTMENT

Purchase Payment:   $10,000 allocated to a Guarantee Period
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.

                    EXAMPLE 1: (Assumes declining interest rates)
<TABLE>
<S>     <C>                                                             <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 Amount in excess of                                Free Withdrawal Amount (.10 X 10,000) = $1,000
the Free Withdrawal Amount:                                              Amount in Excess:   $11,411.66 - $1,000 = $10,411.66

Step 3. Calculate the Withdrawal Charge:                                 .06 X $10,411.66 = $624.70

Step 4. Calculate the Market Value Adjustment:                            I  =          4.5%
                                                                          J  =          4.2%
                                                                          N  =            2 years

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

                                                                          = .9 X (.045 - .042) X (5) = .0054

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

                                                                          = .0054 X $10,411.66 = $56.22

Step 5. Calculate the amount received by Contract owners
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>

                    EXAMPLE 2: (Assumes rising interest rates)
<TABLE>
<S>             <C>                                                      <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 Amount in excess of                               Free Withdrawal Amount (.10 X 10,000) = $1,000
the Free Withdrawal Amount:                                             Amount in  Excess: $11,411.66 - 1,000 = $10,411.66

Step 3. Calculate the Withdrawal Charge:                                .06 X $10,411.66 = $624.70

Step 4. Calculate the Market Value Adjustment:                           I  =         4.5%
                                                                         J  =         4.8%
                                                                         N  =          2 years

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

                                                                         = .9 X (.045 - .048) X (5) = -.0054

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

                                                                         = -.0054 X $10,411.66 = - $56.22

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

</TABLE>

<PAGE>

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 the initial filing of
this Registration Statement (File No. 333-07275) dated June 28, 1996.) (2) None

(4) Form of  Glenbrook  Life  and  Annuity  Company  Flexible  Premium  Deferred
Variable  Annuity  Contract  (Previously  filed in the  initial  filing  of this
Registration Statement (File No. 333-07275) dated June 28, 1996.)

(5)(a) Opinion of General Counsel re: Legality  (Previously filed in the initial
filing of this Registration Statement (File No. 333-07275) dated June 28, 1996.)

(5)(b) Opinion and Consent of General Counsel re: Legality  (Previously filed in
Post-Effective  Amendment  No.  3  to  this  Registration  Statement  (File  No.
333-07275) dated April 29, 1999.)

(8)      None

(11)     None

(12)     None

(15)     None

(23)(a) Independent Auditors' Consent

(23)(b) Consent of Freedman, Levy, Kroll & Simonds

(24)Powers of Attorney for Thomas J. Wilson,  II,  Michael J.  Velotta,  John R.
     Hunter,  Kevin R. Slawin,  Samuel H. Pilch,  Sarah R.  Donahue,  Timothy N.
     Vander Pas, Brent H. Hamann, G. Craig Whitehead, filed herewith.

(25)     None

(26)     None

(27)     Not applicable

(99) Form of Resolution of Board of Directors  (Incorporated herein by reference
to  Post-Effective  Amendment  No.  1  to  Registrant's  Form  S-1  Registration
Statement (File No. 033-91916) 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


As required by the  Securities  Act of 1933,  Registrant  certifies  that it has
reasonable  grounds to believe that it meets 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 in the Township of
Northfield, State of Illinois on the 4th day of April, 2000.


                       GLENBROOK LIFE AND ANNUITY COMPANY
                                  (REGISTRANT)

                             GLENBROOK VALUE RESERVE



                         By:/s/ MICHAEL J. VELOTTA
                         ---------------------------------
                          Michael J. Velotta
                          Vice President, Secretary and 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 on the 4th day of April, 2000.



*/THOMAS J. WILSON, II               President, Chief Operating Officer
Thomas J. Wilson, II                 and Director,(Principal Executive Officer)



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


*/JOHN R. HUNTER                     Vice President and Director
John R. Hunter


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


*/SAMUEL H. PILCH                    Controller
Samuel H. Pilch                      (Principal Accounting Officer)


*/SARAH R. DONAHUE                   Assistant Vice President and Director
Sarah R. Donahue


*/TIMOTHY N. VANDER PAS              Assistant Vice President and Director
Timothy N. VanderPas


*/BRENT H. HAMANN                    Director
Brent H. Hamann


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



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




<PAGE>


                                 Exhibit Index

Exhibit No.                   Description

(23)(a)                  Independent Auditors' Consent

(23)(b)                  Consent of Freedman, Levy, Kroll & Simonds

(24)                     Powers of Attorney for Thomas J. Wilson, II,
                         Michael J. Velotta, John R. Hunter,  Kevin R. Slawin,
                         Samuel H. Pilch, Sarah R. Donahue,  Timothy N. Vander
                         Pas, Brent H. Hamann, G. Craig Whitehead.



Exhibit 23(a)

Independent Auditors' Consent

INDEPENDENT AUDITORS' CONSENT

We consent to the  incorporation by reference in this  Post-Effective  Amendment
No. 4 to Registration  Statement 333-07275 of Glenbrook Life and Annuity Company
on Form S-3 of our report  dated  February  25,  2000,  appearing  in the Annual
Report on Form 10-K of  Glenbrook  Life and  Annuity  Company for the year ended
December 31, 1999, 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 5, 2000





<PAGE>

Exhibit 23(b)

Consent of Freedman, Levy, Kroll & Simonds
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 the
Form S-3 Registration  Statement of Glenbrook Life and Annuity Company (File No.
333-07275).



                       /s/ FREEDMAN, LEVY, KROLL & SIMONDS


Washington, D.C.
April 3, 2000




                                POWER OF ATTORNEY

                 WITH RESPECT TO THE GLENBROOK LIFE AND ANNUITY COMPANY
                                  (REGISTRANT)

                             GLENBROOK VALUE RESERVE


         Know all men by  these  presents  that  Thomas  J.  Wilson,  II,  whose
signature  appears  below,  constitutes  and appoints  Michael J.  Velotta,  his
attorney-in-fact,  with power of substitution in any and all capacities, to sign
any Form S-3  registration  statements and amendments  thereto for the Glenbrook
Life and Annuity Company  Separate Account A Contract 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 4, 2000


                               /s/ THOMAS J. WILSON, II
                               ---------------------------
                               Thomas J. Wilson, II
                               President, Chief Operating Officer,
                               (Principal Executive Officer) and Director



<PAGE>




                                POWER OF ATTORNEY

                 WITH RESPECT TO THE GLENBROOK LIFE AND ANNUITY COMPANY
                                  (REGISTRANT)

                             GLENBROOK VALUE RESERVE

         Know all men by these presents that Michael J. Velotta whose  signature
appears   below,   constitutes   and   appoints   Thomas  J.   Wilson,   II  his
attorney-in-fact,  with power of substitution in any and all capacities, to sign
any Form S-3  registration  statements and amendments  thereto for the Glenbrook
Life and Annuity Company  Separate Account A Contract 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 4, 2000



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




<PAGE>




                                POWER OF ATTORNEY

                 WITH RESPECT TO THE GLENBROOK LIFE AND ANNUITY COMPANY
                                  (REGISTRANT)

                             GLENBROOK VALUE RESERVE


         Know all men by these presents that Sarah R. Donahue,  whose  signature
appears below,  constitutes  and appoints  Thomas J. Wilson,  II, and Michael J.
Velotta, and each of them, her  attorney-in-fact,  with power of substitution in
any and all  capacities,  to sign  any  Form  S-3  registration  statements  and
amendments thereto for the Glenbrook Life and Annuity Company Separate Account A
Contract  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  each  of  said  attorney-in-fact,  or his
substitute or substitutes, may do or cause to be done by virtue hereof.



                                         April 4, 2000



                                         /s/ SARAH R. DONAHUE
                                         --------------------
                                         Sarah R. Donahue
                                         Assistant Vice President and Director




<PAGE>




                                POWER OF ATTORNEY

                 WITH RESPECT TO THE GLENBROOK LIFE AND ANNUITY COMPANY
                                  (REGISTRANT)

                             GLENBROOK VALUE RESERVE


         Know all men by these  presents that Brent H. Hamann,  whose  signature
appears below,  constitutes  and appoints  Thomas J. Wilson,  II, and Michael J.
Velotta, and each of them, his  attorney-in-fact,  with power of substitution in
any and all  capacities,  to sign  any  Form  S-3  registration  statements  and
amendments thereto for the Glenbrook Life and Annuity Company Separate Account A
Contract  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  each  of  said  attorney-in-fact,  or his
substitute or substitutes, may do or cause to be done by virtue hereof.


                                     April 4, 2000



                                     /s/ BRENT H. HAMANN
                                     --------------------
                                     Brent H. Hamann
                                     Director




<PAGE>



                                POWER OF ATTORNEY

                 WITH RESPECT TO THE GLENBROOK LIFE AND ANNUITY COMPANY
                                  (REGISTRANT)

                             GLENBROOK VALUE RESERVE


         Know all men by these  presents  that John R. Hunter,  whose  signature
appears below,  constitutes  and appoints  Thomas J. Wilson,  II, and Michael J.
Velotta, and each of them, his  attorney-in-fact,  with power of substitution in
any and all  capacities,  to sign  any  Form  S-3  registration  statements  and
amendments thereto for the Glenbrook Life and Annuity Company Separate Account A
Contract  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  each  of  said  attorney-in-fact,  or his
substitute or substitutes, may do or cause to be done by virtue hereof.


                                    April 4, 2000



                                    /s/ JOHN R. HUNTER
                                    --------------------
                                    John R. Hunter
                                    Vice President and Director




<PAGE>



                                POWER OF ATTORNEY

                 WITH RESPECT TO THE GLENBROOK LIFE AND ANNUITY COMPANY
                                  (REGISTRANT)

                             GLENBROOK VALUE RESERVE


         Know all men by these  presents  that  Timothy  N.  Vander  Pas,  whose
signature  appears below,  constitutes  and appoints  Thomas J. Wilson,  II, and
Michael  J.  Velotta,  and each of them,  his  attorney-in-fact,  with  power of
substitution  in any and all  capacities,  to sign  any  Form  S-3  registration
statements  and amendments  thereto for the Glenbrook  Life and Annuity  Company
Separate  Account A Contract  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   each  of  said
attorney-in-fact,  or his substitute or substitutes,  may do or cause to be done
by virtue hereof.


                           April 4, 2000



                           /s/ TIMOTHY N. VANDER PAS
                           ---------------------------
                           Timothy N. Vander Pas
                           Assistant Vice President and  Director


<PAGE>



                                POWER OF ATTORNEY

                 WITH RESPECT TO THE GLENBROOK LIFE AND ANNUITY COMPANY
                                  (REGISTRANT)

                             GLENBROOK VALUE RESERVE


         Know all men by these presents that G. Craig Whitehead, whose signature
appears below,  constitutes  and appoints  Thomas J. Wilson,  II, and Michael J.
Velotta, and each of them, his  attorney-in-fact,  with power of substitution in
any and all  capacities,  to sign  any  Form  S-3  registration  statements  and
amendments thereto for the Glenbrook Life and Annuity Company Separate Account A
Contract  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  each  of  said  attorney-in-fact,  or his
substitute or substitutes, may do or cause to be done by virtue hereof.


                                 April 4, 2000



                                 /s/ G. CRAIG WHITEHEAD
                                 ---------------------------
                                 G. Craig Whitehead
                                 Assistant Vice President and Director



<PAGE>




                                POWER OF ATTORNEY

                 WITH RESPECT TO THE GLENBROOK LIFE AND ANNUITY COMPANY
                                  (REGISTRANT)

                             GLENBROOK VALUE RESERVE


         Know all men by these  presents that Kevin R. Slawin,  whose  signature
appears below,  constitutes  and appoints  Thomas J. Wilson,  II, and Michael J.
Velotta, and each of them, his  attorney-in-fact,  with power of substitution in
any and all  capacities,  to sign  any  Form  S-3  registration  statements  and
amendments thereto for the Glenbrook Life and Annuity Company Separate Account A
Contract  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  each  of  said  attorney-in-fact,  or his
substitute or substitutes, may do or cause to be done by virtue hereof.


                                     April 4, 2000



                                     /s/KEVIN R. SLAWIN
                                     ----------------------
                                     Kevin R. Slawin
                                     Vice President and Director




<PAGE>



                                POWER OF ATTORNEY

                 WITH RESPECT TO THE GLENBROOK LIFE AND ANNUITY COMPANY
                                  (REGISTRANT)

                             GLENBROOK VALUE RESERVE


         Know all men by these  presents that Samuel L. Pilch,  whose  signature
appears below,  constitutes  and appoints  Thomas J. Wilson,  II, and Michael J.
Velotta, and each of them, his  attorney-in-fact,  with power of substitution in
any and all  capacities,  to sign  any  Form  S-3  registration  statements  and
amendments thereto for the Glenbrook Life and Annuity Company Separate Account A
Contract  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  each  of  said  attorney-in-fact,  or his
substitute or substitutes, may do or cause to be done by virtue hereof.


                                  April 4, 2000



                                  /s/ SAMUEL L. PILCH
                                  --------------------
                                  Samuel L. Pilch
                                  Controller (Principal Accounting Officer)






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