1
 
                             LETTER OF TRANSMITTAL
 
                             TO TENDER FOR EXCHANGE
                   11 5/8% SENIOR SUBORDINATED NOTES DUE 2006
 
                                       OF
 
                           YOUNG AMERICA CORPORATION
                                      AND
 
                          YOUNG AMERICA HOLDINGS, INC.
 
                           PURSUANT TO THE PROSPECTUS
                             DATED           , 1998
 
        THE EXCHANGE OFFER WILL EXPIRE AT 5:00 P.M., NEW YORK CITY TIME,
                     ON           , 1998, UNLESS EXTENDED.
 
                   TO: MARINE MIDLAND BANK, AS EXCHANGE AGENT
 
                                  140 BROADWAY
                                 LEVEL A WINDOW
                         NEW YORK, NEW YORK 10005-1180
                     ATTENTION: CORPORATE TRUST OPERATIONS
                            FACSIMILE: 212-658-2292
                            TELEPHONE: 212-658-5931
 
     Delivery of this instrument to an address other than as set forth above or
transmission via a facsimile number other than the one listed above will not
constitute a valid delivery. The instructions accompanying this Letter of
Transmittal should be read carefully before this Letter of Transmittal is
completed.
 
     The undersigned acknowledges that he or she has received the Prospectus,
dated           , 1998 (the "Prospectus"), of Young America Corporation and
Young America Holdings, Inc. (together, the "Issuers") and this Letter of
Transmittal (the "Letter of Transmittal"), which together constitute the
Issuers' offer (the "Exchange Offer") to exchange their 11 5/8% Series B Senior
Subordinated Notes due 2006 (the "New Notes") for an equal principal amount of
their 11 5/8% Senior Subordinated Notes due 2006 (the "Old Notes" and, together
with the New Notes, the "Notes"). The terms of the New Notes are identical in
all material respects to the Old Notes, except that the New Notes have been
registered under the Securities Act of 1933, as amended (the "Securities Act"),
and, therefore, will not bear legends restricting their transfer and will not
contain certain provisions providing for the payment of additional interest on
the Old Notes under certain circumstances relating to the Registration Rights
Agreement (as defined in the Prospectus). The term "Expiration Date" shall mean
5:00 p.m., New York City time, on           , 1998, unless the Exchange Offer is
extended as provided in the Prospectus, in which case the term "Expiration Date"
shall mean the latest date and time to which the Exchange Offer is extended.
Capitalized terms used but not defined herein have the meanings given to them in
the Prospectus.
 
     Holders who wish to tender their Old Notes and (i) whose Old Notes are not
immediately available or (ii) who cannot deliver their Old Notes, this Letter of
Transmittal or an Agent's Message (as defined in the Prospectus) or any other
documents required by this Letter of Transmittal to the Exchange Agent prior to
the Expiration Date must tender their Old Notes according to the guaranteed
delivery procedures set forth under the caption "The Exchange Offer --
Guaranteed Delivery Procedures" in the Prospectus. See Instruction 5.
 
     The term "Holder" with respect to the Exchange Offer means any person in
whose name Old Notes are registered on the books of the Issuers or any other
person who has obtained a properly completed bond power from the registered
holder. The undersigned has completed, executed and delivered this Letter of
Transmittal to indicate the action the
 
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undersigned desires to take with respect to the Exchange Offer. Holders who wish
to tender their Old Notes must complete this Letter of Transmittal in its
entirety.
 
     If the undersigned is a broker-dealer that receives New Notes for its own
account in exchange for Old Notes, where such Old Notes were acquired by such
broker-dealer as a result of market-making activities or other trading
activities (other than Old Notes acquired directly from the Issuers), the
undersigned may be deemed to be an "underwriter" under the Securities Act and
the undersigned acknowledges, therefore, that it will deliver a prospectus in
connection with any resale of such New Notes. By so acknowledging and by
delivering a prospectus, a broker-dealer will not be deemed to admit that it is
an "underwriter" within the meaning of the Securities Act.
 
                                        2
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            PLEASE READ THIS ENTIRE LETTER OF TRANSMITTAL CAREFULLY
                  BEFORE COMPLETING THIS LETTER OF TRANSMITTAL
- --------------------------------------------------------------------------------
       DESCRIPTION OF 11 5/8% SERIES B SENIOR SUBORDINATED NOTES DUE 2006
 


- ---------------------------------------------------------------------------------------------------------------------------------
                                                                                                              PRINCIPAL AMOUNT
                                                                                     AGGREGATE PRINCIPAL     TENDERED (MUST BE
                                                                                            AMOUNT              IN INTEGRAL
      NAME(S) AND ADDRESS(ES) OF REGISTERED HOLDER(S)             CERTIFICATE           REPRESENTED BY          MULTIPLES OF
                 (PLEASE FILL IN, IF BLANK)                         NUMBERS             CERTIFICATE(S)            $1,000)*
                                                                                                  
- ---------------------------------------------------------------------------------------------------------------------------------
 
                                                               ---------------------------------------------------------------
 
                                                               ---------------------------------------------------------------
 
                                                               ---------------------------------------------------------------
 
                                                               ---------------------------------------------------------------
                                                                     TOTAL
- ---------------------------------------------------------------------------------------------------------------------------------

 
  * Unless indicated in the column labeled "Principal Amount Tendered," any
    tendering Holder of Old Notes will be deemed to have tendered the entire
    aggregate principal amount represented by the column labeled "Aggregate
    Principal Amount Represented by Certificate(s)."
 
      If the space provided above is inadequate, list the certificate numbers
 and principal amounts on a separate signed schedule and affix such schedule to
 this Letter of Transmittal.
 
      The minimum permitted tender is $1,000 in principal amount. All other
 tenders must be in integral multiples of $1,000.
 
 [ ]  CHECK HERE IF TENDERED OLD NOTES ARE BEING DELIVERED PURSUANT TO A NOTICE
      OF GUARANTEED DELIVERY PREVIOUSLY SENT TO THE EXCHANGE AGENT AND COMPLETE
      THE FOLLOWING (SEE INSTRUCTION 5):
 
 Name(s) of Registered Holder(s):
 Window Ticket Number (if any):
 Date of Execution of Notice of Guaranteed Delivery:
 Name of Institution which Guaranteed Delivery:
 
 [ ]  CHECK HERE IF YOU ARE A BROKER-DEALER AND WISH TO RECEIVE 10 ADDITIONAL
      COPIES OF THE PROSPECTUS AND 10 COPIES OF ANY AMENDMENTS OR SUPPLEMENTS
      THERETO AND COMPLETE THE FOLLOWING:
 
 Name:
 -----------------------------------------
               (PLEASE PRINT)
 
 Address:
 -----------------------------------------
             (INCLUDE ZIP CODE)
 
- --------------------------------------------------------------------------------
 
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          ------------------------------------------------------------
 
                       SPECIAL REGISTRATION INSTRUCTIONS
                         (SEE INSTRUCTIONS 7, 8 AND 9)
 
        To be completed ONLY if certificates for Old Notes in a principal
   amount not tendered, or New Notes issued in exchange for Old Notes
   accepted for exchange, are to be issued in the name of someone other than
   the undersigned.
 
   Issue certificate(s) to:
 
   Name
   ----------------------------------------------------
                                    (PLEASE PRINT)
 
   Address
   -----------------------------------------------------
 
   -----------------------------------------------------
                         (INCLUDE ZIP CODE)
 
   -----------------------------------------------------
                             (TAX IDENTIFICATION OR
                            SOCIAL SECURITY NUMBER)
 
          ------------------------------------------------------------




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

 
                         SPECIAL DELIVERY INSTRUCTIONS
                         (SEE INSTRUCTIONS 7, 8 AND 9)
 
        To be completed ONLY if certificates for Old Notes in a principal
   amount not tendered, or New Notes issued in exchange for Old Notes
   accepted for exchange, are to be sent to someone other than the
   undersigned, or to the undersigned at an address other than that shown
   above.
 
   Deliver certificate(s) to:
 
   Name
   ----------------------------------------------------
                          (PLEASE PRINT)
 
   Address
   ----------------------------------------------------
 
   ----------------------------------------------------
                        (INCLUDE ZIP CODE)
 
   ----------------------------------------------------
                      (TAX IDENTIFICATION OR
                      SOCIAL SECURITY NUMBER)
 
   ----------------------------------------------------
 
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Ladies and Gentlemen:
 
     Subject to the terms and conditions of the Exchange Offer, the undersigned
hereby tenders to the Issuers the principal amount of Old Notes indicated above.
Subject to and effective upon the acceptance for exchange of the principal
amount of Old Notes tendered in accordance with this Letter of Transmittal, the
undersigned sells, assigns and transfers to, or upon the order of, the Issuers
all right, title and interest in and to the Old Notes tendered hereby. The
undersigned hereby irrevocably constitutes and appoints the Exchange Agent as
its agent and attorney-in-fact (with full knowledge that the Exchange Agent also
acts as the agent of the Issuers) with respect to the tendered Old Notes with
full power of substitution (i) to deliver certificates for such Old Notes to the
Issuers and deliver all accompanying evidences of transfer and authenticity to,
or upon the order of, the Issuers and (ii) to present such Old Notes for
transfer on the books of the Issuers, all in accordance with the terms of the
Exchange Offer. The power of attorney granted in this paragraph shall be deemed
to be irrevocable and coupled with an interest.
 
     The undersigned hereby represents and warrants that he or she has full
power and authority to tender, sell, assign and transfer the Old Notes tendered
hereby and that the Issuers will acquire good and unencumbered title thereto,
free and clear of all liens, restrictions, charges and encumbrances and not
subject to any adverse claim when the same are acquired by the Issuers. The
undersigned and any beneficial owner of Old Notes tendered hereby further
represent and warrant that (i) the New Notes acquired by the undersigned and any
such beneficial owner of Old Notes pursuant to the Exchange Offer are being
obtained in the ordinary course of business of the person receiving such New
Notes, (ii) neither the undersigned nor any such beneficial owner has an
arrangement with any person to participate in the distribution of such New
Notes, (iii) neither the undersigned nor any such beneficial owner nor any such
other person is engaging in or intends to engage in a distribution of such New
Notes and (iv) neither the undersigned nor any such other person is an
"affiliate," as defined under Rule 405 promulgated under the Securities Act, of
the Issuers. The undersigned and each beneficial owner acknowledge and agree
that any person who is an affiliate of the Issuers or who tenders in the
Exchange Offer for the purpose of participating in a distribution of the New
Notes must comply with the registration and prospectus delivery requirements of
the Securities Act in connection with a resale transaction of the New Notes
acquired by such person and may not rely on the position of the staff of the
Securities and Exchange Commission set forth in the no-action letters discussed
in the Prospectus under the caption "The Exchange Offer -- Purpose and Effect of
the Exchange Offer." The undersigned and each beneficial owner will, upon
request, execute and deliver any additional documents deemed by the Exchange
Agent or the Issuers to be necessary or desirable to complete the sale,
assignment and transfer of the Old Notes tendered hereby.
 
     For purposes of the Exchange Offer, the Issuers shall be deemed to have
accepted validly tendered Old Notes when, as and if the Issuers have given oral
notice (confirmed in writing) or written notice thereof to the Exchange Agent.
 
     If any tendered Old Notes are not accepted for exchange pursuant to the
Exchange Offer because of an invalid tender, the occurrence of certain other
events set forth in the Prospectus or otherwise, any such unaccepted Old Notes
will be returned, without expense, to the undersigned at the address shown below
or at a different address as may be indicated herein under "Special Delivery
Instructions" as promptly as practicable after the Expiration Date.
 
     All authority conferred or agreed to be conferred by this Letter of
Transmittal shall survive the death, incapacity or dissolution of the
undersigned, and every obligation of the undersigned under this Letter of
Transmittal shall be binding upon the undersigned's heirs, personal
representatives, successors and assigns.
 
     The undersigned understands that tenders of Old Notes pursuant to the
procedures described under the caption "The Exchange Offer -- Procedures for
Tendering" in the Prospectus and in the instructions hereto will constitute a
binding agreement between the undersigned and the Issuers upon the terms and
subject to the conditions of the Exchange Offer, subject only to withdrawal of
such tenders on the terms set forth in the Prospectus under the caption "The
Exchange Offer -- Withdrawal of Tenders."
 
     Unless otherwise indicated under "Special Registration Instructions,"
please issue the certificates representing the New Notes issued in exchange for
the Old Notes accepted for exchange and any certificates for Old Notes not
tendered or not exchanged, in the name(s) of the undersigned. Similarly, unless
otherwise indicated under "Special Delivery Instructions," please send the
certificates representing the New Notes issued in exchange for the Old Notes
accepted for exchange and any certificates for Old Notes not tendered or not
exchanged (and accompanying documents, as appropriate) to the undersigned at the
address shown below the undersigned's signature(s). In the event that both
 
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"Special Registration Instructions" and "Special Delivery Instructions" are
completed, please issue the certificates representing the New Notes issued in
exchange for the Old Notes accepted for exchange in the name(s) of, and return
any certificates for Old Notes not tendered or not exchanged to, the person(s)
so indicated. The undersigned understands that the Issuers have no obligation
pursuant to the "Special Registration Instructions" and "Special Delivery
Instructions" to transfer any Old Notes from the name of the registered
Holder(s) thereof if the Issuers do not accept for exchange any of the Old Notes
so tendered.
 
     Holders who wish to tender their Old Notes and (i) whose Old Notes are not
immediately available or (ii) who cannot deliver their Old Notes, this Letter of
Transmittal or an Agent's Message and any other documents required by this
Letter of Transmittal to the Exchange Agent prior to the Expiration Date may
tender their Old Notes according to the guaranteed delivery procedures set forth
in the Prospectus under the caption "The Exchange Offer -- Guaranteed Delivery
Procedures." See Instruction 5.
 
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                        PLEASE SIGN HERE WHETHER OR NOT
                 OLD NOTES ARE BEING PHYSICALLY TENDERED HEREBY
 
X                                                      Date:
- ------------------------------------------------------      -----------------
 
X                                                      Date:
- ------------------------------------------------------      -----------------
         (SIGNATURE(S) OF REGISTERED HOLDER(S) OR AUTHORIZED SIGNATORY
 
Area Code and Telephone Number:
- --------------------------------------------------------------------------------
 
     The above lines must be signed by the registered holder(s) as his or her
name(s) appear(s) on the Old Notes or by person(s) authorized to become
registered holder(s) by a properly completed bond power from the registered
holder(s), a copy of which must be transmitted with this Letter of Transmittal.
If the Old Notes to which this Letter of Transmittal relate are held of record
by two or more joint holders, then all such holders must sign this Letter of
Transmittal. If this Letter of Transmittal or any Old Notes or bond powers are
signed by a trustee, executor, administrator, guardian, attorney-in-fact,
officer of a corporation or other person acting in a fiduciary or representative
capacity, such person must (i) so indicate and set forth his or her full title
below and (ii) unless waived by the Issuers, submit evidence satisfactory to the
Issuers of such person's authority to so act. See Instruction 7.
 
Name(s):------------------------------------------------------------------------
                                 (PLEASE PRINT)
 
- --------------------------------------------------------------------------------
 
Capacity:
        ------------------------------------------------------------------------
 
Address:
       -------------------------------------------------------------------------
                               (INCLUDE ZIP CODE)
 
Signature(s) Guaranteed by an Eligible Institution:
(If required by Instruction 7)
 
- --------------------------------------------------------------------------------
                             (AUTHORIZED SIGNATURE)
 
- --------------------------------------------------------------------------------
                                    (TITLE)
 
- --------------------------------------------------------------------------------
                                (NAME OF PERSON)
 
   
Date
    
- --------------------------- , 1998
 
                                        7
   8
 
                                  INSTRUCTIONS
         FORMING PART OF THE TERMS AND CONDITIONS OF THE EXCHANGE OFFER
 
     1.  Procedures for Tendering.  This Letter of Transmittal or a facsimile
hereof, properly completed and duly executed, or an Agent's Message and any
other documents required by this Letter of Transmittal must be received by the
Exchange Agent at its address set forth herein prior to 5:00 p.m., New York City
time, on the Expiration Date. In addition, either (i) certificates for tendered
Old Notes must be received by the Exchange Agent along with the Letter of
Transmittal or (ii) a timely confirmation of a book-entry transfer (a
"Book-Entry Confirmation") of such Old Notes, if such procedure is available,
into the Exchange Agent's account at DTC pursuant to the procedure for
book-entry transfer described below, must be received by the Exchange Agent
prior to the Expiration Date or (iii) the Holder must comply with the guaranteed
delivery procedures described below.
 
     The method of delivery of Old Notes and this Letter of Transmittal and any
other required documents to the Exchange Agent is at the election and risk of
the Holder and, except as otherwise provided below, the delivery will be deemed
made only when actually received by the Exchange Agent. Instead of delivery by
mail, it is recommended that the Holder use an overnight or hand delivery
service. In the case of physical delivery of Old Notes, if sent by mail, it is
recommended that registered mail, return receipt requested, be used and proper
insurance be obtained. In all cases, sufficient time should be allowed to assure
delivery to the Exchange Agent before the Expiration Date. No Letter of
Transmittal or Old Notes should be sent to the Issuers.
 
     All questions as to the validity, form, eligibility (including time of
receipt), acceptance and withdrawal of tendered Old Notes will be determined by
the Issuers in their sole discretion, which determination will be final and
binding. The Issuers reserve the absolute right to reject any and all Old Notes
not properly tendered or any Old Notes if the Issuers' acceptance of such Old
Notes would, in the opinion of counsel for the Issuers, be unlawful. The Issuers
also reserve the right to waive any defects, irregularities or conditions of
tender as to particular Old Notes. The Issuers' interpretation of the terms and
conditions of the Exchange Offer (including the instructions in this Letter of
Transmittal) shall be final and binding on all parties. Unless waived, any
defects or irregularities in connection with tenders of Old Notes must be cured
within such time as the Issuers shall determine. Although the Issuers intend to
notify Holders of defects or irregularities with respect to tenders of Old
Notes, neither the Issuers, the Exchange Agent nor any other person shall be
under any duty to give any such notification, nor shall any of them incur any
liability for failure to give such notification. Tenders of Old Notes will not
be deemed to have been made until such defects or irregularities have been cured
or waived. Any Old Notes received by the Exchange Agent that the Issuers
determine are not properly tendered and as to which the defects or
irregularities have not been cured or waived will be returned by the Exchange
Agent to the tendering Holders, unless otherwise provided in this Letter of
Transmittal, as soon as practicable following the Expiration Date.
 
     2.  Tender by Holder.  Only a Holder of Old Notes may tender such Old Notes
in the Exchange Offer. Any beneficial owner whose Old Notes are registered in
the name of a broker, dealer, commercial bank, trust company or other nominee
and who wishes to tender should contact the registered holder promptly and
instruct such registered holder to tender on such beneficial owner's behalf. If
such beneficial owner wishes to tender on such beneficial owner's own behalf,
such beneficial owner must, prior to completing and executing this Letter of
Transmittal and delivering such beneficial owner's Old Notes, either make
appropriate arrangements to register ownership of the Old Notes in such
beneficial owner's name or obtain a properly completed bond power from the
registered holder. The transfer of registered ownership may take considerable
time.
 
     3.  Partial Tenders.  Tenders of Old Notes will be accepted only in
integral multiples of $1,000. If less than the entire principal amount of any
Old Notes is tendered, the tendering Holder should fill in the principal amount
tendered in the fourth column of the box entitled "Description of 11 5/8% Senior
Subordinated Notes due 2006" above. The entire principal amount of any Old Notes
delivered to the Exchange Agent will be deemed to have been tendered unless
otherwise indicated. If the entire principal amount of all Old Notes is not
tendered, then Old Notes for the principal amount of Old Notes not tendered and
a certificate or certificates representing New Notes issued in exchange for any
Old Notes accepted will be sent to the Holder at his or her registered address,
unless a different address is provided in the appropriate box on this Letter of
Transmittal, promptly after the Old Notes are accepted for exchange.
 
     4.  Book-Entry Transfer.  Any financial institution that is a participant
in DTC's system may make book-entry delivery of Old Notes by causing DTC to
transfer such Old Notes into the Exchange Agent's account at DTC in accordance
with DTC's procedures for transfer. However, although delivery of Old Notes may
be effected through book-
                                        8
   9
 
entry transfer at DTC, an Agent's Message must be transmitted to and received by
the Exchange Agent on or prior to the Expiration Date or the guaranteed delivery
procedures described below must be complied with. See "The Exchange
Offer -- Procedures for Tendering" in the Prospectus.
 
     5.  Guaranteed Delivery Procedures.  Holders who wish to tender their Old
Notes and (i) whose Old Notes are not immediately available or (ii) who cannot
deliver their Old Notes, this Letter of Transmittal or an Agent's Message or any
other documents required hereby to the Exchange Agent prior to the Expiration
Date must tender their Old Notes according to the guaranteed delivery procedures
set forth in the Prospectus. Pursuant to such procedure: (a) such tender must be
made through an Eligible Institution (as defined below); (b) prior to the
Expiration Date, the Exchange Agent must have received from the Eligible
Institution a properly completed and duly executed Notice of Guaranteed Delivery
(by facsimile transmission, mail or hand delivery) setting forth the name and
address of the Holder, the certificate number(s) of such Old Notes and the
principal amount of Old Notes tendered, stating that the tender is being made
thereby and guaranteeing that, within five New York Stock Exchange trading days
after the Expiration Date, this Letter of Transmittal (or facsimile hereof) or
an Agent's Message together with the certificate(s) representing the Old Notes,
or a Book-Entry Confirmation, and any other required documents will be deposited
by the Eligible Institution with the Exchange Agent; and (c) such properly
completed and executed Letter of Transmittal (or facsimile hereof) or an Agent's
Message, as well as the certificate(s) representing all tendered Old Notes in
proper form for transfer, or a Book-Entry Confirmation, as the case may be, and
all other documents required by this Letter of Transmittal must be received by
the Exchange Agent within five New York Stock Exchange trading days after the
Expiration Date, all as provided in the Prospectus under the caption "The
Exchange Offer -- Guaranteed Delivery Procedures." Any Holder who wishes to
tender his or her Old Notes pursuant to the guaranteed delivery procedures
described above must ensure that the Exchange Agent receives the Notice of
Guaranteed Delivery prior to 5:00 p.m., New York City time, on the Expiration
Date. Upon request to the Exchange Agent, a Notice of Guaranteed Delivery will
be sent to Holders who wish to tender their Old Notes according to the
guaranteed delivery procedures set forth above.
 
     6.  Withdrawal of Tenders.  To withdraw a tender of Old Notes in the
Exchange Offer, a written or facsimile transmission notice of withdrawal must be
received by the Exchange Agent prior to 5:00 p.m., New York City time, on the
Expiration Date. Any such notice of withdrawal must (i) specify the name of the
person having deposited the Old Notes to be withdrawn (the "Depositor"), (ii)
identify the Old Notes to be withdrawn (including the certificate number or
numbers and principal amount of such Old Notes), (iii) be signed by the Holder
in the same manner as the original signature on the Letter of Transmittal by
which such Old Notes were tendered (including any required signature guarantees)
or be accompanied by documents of transfer sufficient to have the Trustee with
respect to the Old Notes register the transfer of such Old Notes into the name
of the persons withdrawing the tender and (iv) specify the name in which any
such Old Notes are to be registered, if different from that of the Depositor. If
certificates for Old Notes have been delivered or otherwise identified to the
Exchange Agent, then, prior to the release of such certificates, the withdrawing
Holder must also submit the serial numbers of the particular certificates to be
withdrawn and a signed notice of withdrawal with signatures guaranteed by an
Eligible Institution unless such Holder is an Eligible Institution. If Old Notes
have been tendered pursuant to the procedure for book-entry transfer described
above, any notice of withdrawal must specify the name and number of the account
at DTC to be credited with the withdrawn Old Notes and otherwise comply with the
procedures of such facility. All questions as to the validity, form and
eligibility (including time of receipt) of such notices will be determined by
the Issuers in their sole discretion, which determination shall be final and
binding on all parties. Any Old Notes so withdrawn will be deemed not to have
been validly tendered for purposes of the Exchange Offer and no New Notes will
be issued with respect thereto unless the Old Notes so withdrawn are validly
retendered. Properly withdrawn Old Notes may be retendered by following one of
the procedures described above in Instruction 1, under "Procedures for
Tendering," at any time prior to the Expiration Date.
 
     7.  Signatures on the Letter of Transmittal; Bond Powers and Endorsements;
Guarantee of Signatures.  If this Letter of Transmittal (or facsimile hereof) is
signed by the registered holder(s) of the Old Notes tendered hereby, the
signature must correspond with the name(s) as written on the face of the Old
Notes without alteration, enlargement or any change whatsoever.
 
     If this Letter of Transmittal (or facsimile hereof) is signed by the
registered holder or holders of Old Notes tendered and the certificate or
certificates for New Notes issued in exchange therefor is to be issued (or any
untendered principal amount of Old Notes is to be reissued) to the registered
holder or holders and neither the "Special Delivery Instructions" nor the
"Special Registration Instructions" has been completed, then such holder or
holders need not and should not
                                        9
   10
 
endorse any tendered Old Notes, nor provide a separate bond power. In any other
case, such holder or holders must either properly endorse the Old Notes tendered
or transmit a properly completed separate bond power with this Letter of
Transmittal with the signatures on the endorsement or bond power guaranteed by
an Eligible Institution.
 
     If this Letter of Transmittal (or facsimile hereof) or any Old Notes or
bond powers are signed by a trustee, executor, administrator, guardian,
attorney-in-fact, officer of a corporation or other person acting in a fiduciary
or representative capacity, such person must so indicate when signing, and,
unless waived by the Issuers, submit evidence satisfactory to the Issuers of
such person's authority to so act with this Letter of Transmittal.
 
     Endorsements on Old Notes or signatures on bond powers required by this
Instruction 7 must be guaranteed by an Eligible Institution which is a member of
(a) the Securities Transfer Agents Medallion Program, (b) the New York Stock
Exchange Medallion Signature Program or (c) the Stock Exchange Medallion
Program.
 
     Except as otherwise provided below, all signatures on this Letter of
Transmittal must be guaranteed by a firm that is a member of a registered
national securities exchange or the National Association of Securities Dealers,
Inc. , a commercial bank or trust company having an office or correspondent in
the United States or an "eligible guarantor institution" within the meaning of
Rule 17Ad-15 under the Securities Exchange Act of 1934, as amended (an "Eligible
Institution"). Signatures on this Letter of Transmittal need not be guaranteed
if (a) this Letter of Transmittal is signed by the registered holder(s) of the
Old Notes tendered herewith and such holder(s) have not completed the box set
forth herein entitled "Special Registration Instructions" or the box set forth
herein entitled "Special Delivery Instructions" or (b) such Old Notes are
tendered for the account of an Eligible Institution.
 
     8.  Special Registration and Delivery Information.  Tendering holders
should indicate, in the applicable box or boxes, the name and address to which
New Notes or substitute Old Notes for principal amounts not tendered or not
accepted for exchange are to be issued or sent, if different from the name and
address of the person signing this Letter of Transmittal. In the case of
issuance in a different name, the taxpayer identification or social security
number of the person named must also be indicated.
 
     9.  Transfer Taxes.  The Issuers will pay all transfer taxes, if any,
applicable to the exchange of Old Notes pursuant to the Exchange Offer. If,
however, certificates representing New Notes or Old Notes for principal amounts
not tendered or accepted for exchange are to be delivered to, or are to be
issued in the name of, any person other than the registered holder of the Old
Notes tendered hereby, or if tendered Old Notes are registered in the name of
any person other than the person signing this Letter of Transmittal, or if a
transfer tax is imposed for any reason other than the exchange of Old Notes
pursuant to the Exchange Offer, then the amount of any such transfer taxes
(whether imposed on the registered holder or on any other persons) will be
payable by the tendering Holder. If satisfactory evidence of payment of such
taxes or exemption therefrom is not submitted with this Letter of Transmittal,
the amount of such transfer taxes will be billed directly to such tendering
Holder.
 
     Except as provided in this Instruction 9, it will not be necessary for
transfer tax stamps to be affixed to the Old Notes listed in this Letter of
Transmittal.
 
     10.  Waiver of Conditions.  The Issuers reserve the right, in their sole
discretion, to amend, waive or modify specified conditions in the Exchange Offer
in the case of any Old Notes tendered.
 
     11.  Mutilated, Lost, Stolen or Destroyed Old Notes.  Any tendering Holder
whose Old Notes have been mutilated, lost, stolen or destroyed should contact
the Exchange Agent by telephone at 212-658-5931 or by facsimile at 212-658-2292.
 
     12.  Requests for Assistance or Additional Copies.  Questions and requests
for assistance and requests for additional copies of the Prospectus or this
Letter of Transmittal may be directed to the Exchange Agent at the address
specified herein. Holders may also contact their broker, dealer, commercial
bank, trust company or other nominee for assistance concerning the Exchange
Offer.
 
                                       10
   11
 
                           IMPORTANT TAX INFORMATION
 
     The Holder is required to give the Exchange Agent the social security
number or employer identification number of the Holder of the Notes. If the
Notes are in more than one name or are not in the name of the actual owner,
consult the enclosed Guidelines for Certification of Taxpayer Identification
Number on Substitute Form W-9 for additional guidance on which number to report.
 
   

                                                                                                    
- -------------------------------------------------------------------------------------------------------------------
 Name of Holder (if joint, list first and circle the name of the person or entity whose number you enter in Part I
  below).
- -------------------------------------------------------------------------------------------------------------------
 Address (if Holder does not complete, signature below will constitute a certification that the above address is
  correct.)
- -------------------------------------------------------------------------------------------------------------------
                     PAYOR'S NAME: YOUNG AMERICA CORPORATION AND YOUNG AMERICA HOLDINGS, INC.
- -------------------------------------------------------------------------------------------------------------------
 
    SUBSTITUTE                                 Part 1 -- PLEASE PROVIDE YOUR     TIN
    FORM W-9                                   TIN IN THE BOX AT RIGHT AND       ------------------------------
    DEPARTMENT OF THE TREASURY                 CERTIFY BY SIGNING AND DATING     Social Security Number or
    INTERNAL REVENUE SERVICE                   BELOW. If you do not have a       Employer Identification Number
                                               number, see How to Obtain a       ------------------------------
    PAYOR'S REQUEST FOR TAXPAYER               "TIN" in the enclosed
    IDENTIFICATION NUMBER ("TIN")              Guidelines. Part II -- FOR
                                               PAYEES EXEMPT FROM BACKUP
                                               WITHHOLDING, SEE THE ENCLOSED
                                               GUIDELINES FOR CERTIFICATION
                                               OF TAXPAYER IDENTIFICATION
                                               NUMBER ON SUBSTITUTE FORM W-9
                                               CERTIFICATION -- UNDER PENALTIES OF PERJURY, I CERTIFY THAT:
                                               (1) The number shown on this form is my correct Taxpayer Identification
                                                   Number (or I am waiting for a number to be issued for me), and
                                               (2) I am not subject to backup withholding either because I have not
                                               been notified by the Internal Revenue Service (IRS) that I am subject
                                                   to backup withholding as a result of a failure to report all
                                                   interest or dividends, or the IRS has notified me that I am no
                                                   longer subject to backup withholding.
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    Certification Instructions -- You must cross out item (2) above if you have been notified by the IRS that you are
    subject to backup withholding because of underreporting interest or dividends on your tax return. However, if
    after being notified by the IRS that you were subject to backup withholding you received another notification from
    the IRS that you are no longer subject to backup withholding, do not cross out item (2). (Also see instructions in
    the enclosed Guidelines for Certification of Taxpayer Identification Number on Substitute Form W-9.)

    Signature                                                               Date
             --------------------------------------------------------------     -----------------------------
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NOTE:  FAILURE TO COMPLETE AND RETURN THIS FORM MAY RESULT IN BACKUP WITHHOLDING
       OF 31 PERCENT OF ANY PAYMENTS MADE TO YOU UNDER THE NOTES. PLEASE REVIEW
       THE ENCLOSED GUIDELINES FOR CERTIFICATION OF TAXPAYER IDENTIFICATION
       NUMBER ON SUBSTITUTE FORM W-9 FOR ADDITIONAL DETAILS.
 

                                                                                                           
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                                              (DO NOT WRITE IN SPACE BELOW)
     Certificate Surrendered                     Old Notes Tendered
                                                                                             Old Notes Accepted
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     Delivery Prepared By ------------------     Checked By ----------------------------
                                                                                             Date
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