SENTRY VARIABLE ACCOUNT II
497, 1999-06-24
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<PAGE>   1
                                                         Pursuant to Rule 497(e)
                                                       Registration Nos: 2-87072
                                                                    and 811-3875



                          SENTRY LIFE INSURANCE COMPANY
                           SENTRY VARIABLE ACCOUNT II

                            SUPPLEMENT TO PROSPECTUS
                                DATED MAY 1, 1999


This supplement should be attached to your copy of the Prospectus for the
variable annuity contract issued by Sentry Life Insurance Company (the
"Company") and Sentry Variable Account II (the "Variable Account").

Substitution of Existing Portfolios

The purpose of this supplement is to notify you of a proposal to substitute
shares of certain portfolios of T. Rowe Price Equity Series, Inc., T. Rowe Price
Fixed Income Series, Inc., and Janus Aspen Series for shares of the existing
Neuberger Berman Advisers Management Trust portfolios (the "Substitution") as
follows:

<TABLE>
<S>                                                             <C>
      From These Portfolios       Into These Portfolios

      Neuberger Berman
      Advisers Management Trust                                 T. Rowe Price Fixed Income Series, Inc.
- -     AMT Liquid Asset Portfolio  ......................->      T. Rowe Price Prime Reserve Portfolio

                                                                T. Rowe Price Fixed Income Series, Inc.
- -     AMT Limited Maturity  ............................->      T. Rowe Price Limited-Term Bond Portfolio
      Bond Portfolio

                                                                T. Rowe Price Equity Series, Inc.
- -     AMT Balanced  Portfolio  .........................->      T. Rowe Price Personal Strategy
                                                                Balanced Portfolio

                                                                Janus Aspen Series
- -     AMT Growth  Portfolio ............................->      Aggressive Growth Portfolio
</TABLE>


The Company will file an application with the Securities and Exchange Commission
(the "SEC") shortly requesting an order approving the Substitution. When the SEC
issues an order of approval, and subject to any prior approval by applicable
state insurance authorities, the Company and the Variable Account propose to
make the Substitution as soon as practical.

This means, for example, that if you have allocated your purchase payments to
the Subaccount investing in shares of the Neuberger Berman AMT Balanced
Portfolio, those shares will be replaced with shares of the T. Rowe Price
Personal Strategy Balanced Portfolio of the T. Rowe Price Equity Series, Inc. at
net asset value.


                  THE DATE OF THIS SUPPLEMENT IS JUNE 21, 1999
<PAGE>   2

The Company will make the Substitution by simultaneously placing an order to
redeem the shares of each portfolio being replaced and placing an order to
purchase shares of the Substitute portfolios at their net asset value. The
Company will bear all costs and expenses involved in the Substitution. You will
receive a notice within five days after the Substitution takes place.

You should know that the Substitution will not affect the value of your Contract
or the value of your investment in the Variable Account, nor will it alter any
tax benefits you may have under your Contract. The Substitution does not relieve
the Company of any of its obligations under your Contract. The Company believes
that by replacing the existing investment options, the investment performance of
the Subaccounts will improve. In addition, the Company expects that total
operating expenses of the Substitute portfolios will be less than the expenses
charged by the existing portfolios.

Transfers Between Subaccounts

For a 30-day period following the date the Substitution takes place, the Company
will allow transfers from the Substituted Subaccounts to any other Subaccounts
of the Variable Account that will be available with your Contract without any
limitation or charge being imposed. After the 30-day period, any transfers you
make between Subaccounts will be subject to the restrictions described in the
Prospectus. YOU WILL BE NOTIFIED OF THE DATE THE SUBSTITUTION TAKES PLACE.

You may obtain copies of the prospectuses for T. Rowe Price Fixed Income Series,
Inc., T. Rowe Price Equity Series, Inc., and Janus Aspen Series by writing or
calling the Company at:
                             1800 North Point Drive
                             Stevens Point, WI 54481
                             (800)533-7827


                  THE DATE OF THIS SUPPLEMENT IS JUNE 21, 1999


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