LETTER TO BROKERS

                           OFFER TO PURCHASE FOR CASH

                                       by

                     Crazy Woman Creek Bancorp Incorporated

UP TO 350,000  SHARES OF ITS COMMON  STOCK AT A PURCHASE  PRICE NOT GREATER THAN
$18.25 NOR LESS THAN $16.00 PER SHARE

THE OFFER AND  WITHDRAWAL  RIGHTS WILL EXPIRE AT 5:00 P.M. , MOUNTAIN  TIME,  ON
TUESDAY,  NOVEMBER  4, 2003,  UNLESS THE OFFER IS  EXTENDED.  CRAZY  WOMAN CREEK
BANCORP INCORPORATED MAY EXTEND THE OFFER PERIOD AT ANY TIME.


                                                                 October 3, 2003

To Brokers, Dealers, Commercial Banks,
Trust Companies and Other Nominees:

         Crazy Woman Creek  Bancorp  Incorporated,  a Wyoming  corporation,  has
appointed us to act as the  information  agent in  connection  with its offer to
purchase for cash up to 350,000 shares of its common stock,  par value $0.10 per
share, at a price not greater than $18.25 nor less than $16.00 per share, net to
the seller in cash,  without  interest,  as specified by shareholders  tendering
their shares.

         Given the prices specified by tendering  shareholders and the number of
shares  tendered  and  not  properly   withdrawn,   Crazy  Woman  Creek  Bancorp
Incorporated will select the lowest purchase price between $16.00 and $18.25 net
per share in cash,  without  interest,  that will allow it to  purchase  350,000
shares, or, if a lesser number of shares are properly tendered,  all shares that
are properly tendered. All shares acquired in the tender offer will be purchased
at the same price.

         Crazy Woman Creek Bancorp  Incorporated's  offer is being made upon the
terms and subject to the  conditions  set forth in its offer to purchase,  dated
October 3, 2003, and in the related letter of transmittal  which, as they may be
amended  and  supplemented  from time to time,  together  constitute  the tender
offer.

         Only shares properly  tendered at prices equal to or below the purchase
price and not properly  withdrawn  will be  purchased.  However,  because of the
proration  provisions  described  in the offer to  purchase,  all of the  shares
tendered  at or below  the  purchase  price  may not be  purchased  if more than
350,000  shares are properly  tendered.  All shares  tendered and not purchased,
including  shares  tendered at prices  above the  purchase  price and shares not
purchased  because of proration or the conditional  tender  procedures,  will be
returned  at  Crazy  Woman  Creek  Bancorp  Incorporated's  expense  as  soon as
practicable following the expiration date.

         Crazy Woman Creek Bancorp Incorporated  reserves the right, in its sole
discretion,  to purchase more than 350,000 shares  pursuant to the tender offer,
subject to applicable law.

         The tender  offer is not  conditioned  on any minimum  number of shares
being  tendered.  The tender  offer is,  however,  subject  to other  conditions
described in the offer to purchase.



         Upon  the  terms  and   conditions   of  Crazy  Woman   Creek   Bancorp
Incorporated's  offer,  if more than  350,000  shares are  properly  tendered at
prices equal to or below the purchase  price and not properly  withdrawn,  Crazy
Woman Creek Bancorp  Incorporated  will purchase properly tendered shares in the
following order:

          o    First, all shares properly tendered and not properly withdrawn by
               any "odd lot holder" (as defined in the offer to purchase) who:

               o    tenders all shares owned  (beneficially or of record) by the
                    odd lot  holder at a price  equal to or below  the  purchase
                    price  (tenders  of less than all the shares  owned will not
                    qualify for this preference); and

               o    completes  the section  entitled "Odd Lots" in the letter of
                    transmittal and, if applicable,  in the notice of guaranteed
                    delivery; and

          o    Second, after the purchase of all the shares properly tendered by
               odd lot holders and subject to the conditional  tender procedures
               described in section 5 of the offer to purchase, all other shares
               properly tendered at prices equal to or below the purchase price,
               on a  pro  rata  basis  with  appropriate  adjustments  to  avoid
               purchases of fractional shares.

         For your  information  and for  forwarding to your clients for whom you
hold  shares  registered  in your  name or in the name of your  nominee,  we are
enclosing the following documents:

          o    offer to purchase, dated October 3, 2003;

          o    letter to  clients  that you may send to your  clients  for whose
               accounts you hold shares  registered  in your name or in the name
               of your nominee,  with space provided for obtaining such clients'
               instructions with regard to the tender offer;

          o    letter of  transmittal  for your use and for the  information  of
               your  clients  (together  with   accompanying   instructions  and
               Substitute Form W-9);

          o    letter to shareholders of Crazy Woman Creek Bancorp Incorporated,
               dated October 3, 2003,  from Gary J. Havens,  President and Chief
               Executive Officer of Crazy Woman Creek Bancorp Incorporated;

          o    notice of  guaranteed  delivery  to be used to accept  the tender
               offer if the share  certificates and all other required documents
               cannot be delivered to the depositary before the expiration date;
               and

          o    guidelines of the Internal  Revenue Service for  Certification of
               Taxpayer Identification Number on Substitute Form W-9.

         Your prompt action is requested. We urge you to contact your clients as
promptly  as  possible  to  obtain  their  instructions.  The  tender  offer and
withdrawal rights will expire at 5:00 p.m., Mountain time, on Tuesday,  November
4, 2003, unless the tender offer is extended.


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         No fees or commissions will be payable to brokers, dealers,  commercial
banks,  trust companies or any person for soliciting tenders of shares under the
tender  offer.  Crazy Woman  Creek  Bancorp  Incorporated  will,  however,  upon
request,  reimburse you for customary  mailing and handling expenses incurred by
you in  forwarding  any of the enclosed  materials to the  beneficial  owners of
shares  held by you as a nominee or in a fiduciary  capacity.  Crazy Woman Creek
Bancorp  Incorporated  will pay or cause to be paid  any  stock  transfer  taxes
applicable to its purchase of shares,  except as otherwise provided in the offer
to purchase and letter of transmittal.

         Neither Crazy Woman Creek Bancorp Incorporated,  its Board of Directors
nor the  information  agent makes any  recommendation  to any  stockholder as to
whether to tender or refrain from tendering all or any shares or as to the price
or prices at which to tender.  Stockholders  must make their own  decision as to
whether to tender  shares  and,  if so,  how many  shares to tender and at which
prices.

         In  order  to  properly   tender  shares  under  the  tender  offer,  a
shareholder must do either (1) or (2) below:

         (1) Provide that the depositary receives the following before the offer
expires:

          o    certificates for the shares; and

          o    a properly  completed  and executed  letter of  transmittal  or a
               manually  executed   facsimile  of  it,  including  any  required
               signature guarantees; and

          o    any other documents required by the letter of transmittal.

          (2)  Comply  with  the  guaranteed  delivery  procedure  set  forth in
               section 2 of the offer to purchase.

         Any  inquiries  you may have with respect to the tender offer should be
addressed  to D.F.  King & Co.,  Inc. at its address and  telephone  numbers set
forth on the back page of the offer to purchase.

         Additional  copies of the enclosed  material may be obtained  from D.F.
King & Co., Inc. by calling them at (212) 269-5550.

                                             Very truly yours,



                                             [D.F. King & Co. Inc.]


(Enclosures)

         NOTHING CONTAINED HEREIN OR IN THE ENCLOSED  DOCUMENTS SHALL CONSTITUTE
YOU OR ANY OTHER PERSON THE AGENT OF CRAZY WOMAN CREEK BANCORP INCORPORATED, THE
INFORMATION  AGENT OR THE  DEPOSITARY  OR ANY  AFFILIATE  OF THE  FOREGOING,  OR
AUTHORIZE  YOU OR ANY OTHER PERSON TO USE ANY DOCUMENT OR MAKE ANY  STATEMENT ON
BEHALF  OF ANY OF THEM IN  CONNECTION  WITH  THE  TENDER  OFFER  OTHER  THAN THE
DOCUMENTS ENCLOSED HEREWITH AND THE STATEMENTS CONTAINED THEREIN.


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