INSURANCE MANAGEMENT SOLUTIONS GROUP INC
SC 13G, 2000-04-05
FIRE, MARINE & CASUALTY INSURANCE
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                                  UNITED STATES
                       SECURITIES AND EXCHANGE COMMISSION
                             Washington, D.C. 20549

                                  SCHEDULE 13G

                    Under the Securities Exchange Act of 1934
                              (Amendment No. ___*)


                   Insurance Management Solutions Group, Inc.
- --------------------------------------------------------------------------------
                                (Name of Issuer)

                                  Common Stock
- --------------------------------------------------------------------------------
                         (Title of Class of Securities)

                                   0001063167
              -----------------------------------------------------
                                 (CUSIP Number)

                                    12/31/99
- --------------------------------------------------------------------------------
             (Date of Event Which Requires Filing of this Statement)


Check the  appropriate box to designate the rule pursuant to which this Schedule
is filed:

                              [ ]   Rule 13d-1(b)

                              [ ]   Rule 13d-1(c)

                              [X]   Rule 13d-1(d)

* The remainder of this cover page shall be filled out for a reporting  person's
initial filing on this form with respect to the subject class of securities, and
for  any  subsequent   amendment   containing   information  which  would  alter
disclosures provided in a prior cover page.

The information required on the remainder of this cover page shall not be deemed
to be "filed" for the purpose of Section 18 of the  Securities  Exchange  Act of
1934 ("Act") or otherwise  subject to the liabilities of that section of the Act
but  shall be  subject  to all other  provisions  of the Act  (however,  see the
Notes).



                               Page 1 of 20 Pages
<PAGE>


- --------------------------------------
CUSIP No. 0001063167
- --------------------------------------


====== =========================================================================
   1   NAME OF REPORTING PERSONS
       I.R.S. IDENTIFICATION NOS. OF ABOVE PERSONS (ENTITIES ONLY)

       Independent Foundation for the Pursuit of Charitable Endeavors, Ltd.
====== =========================================================================
   2   CHECK THE APPROPRIATE BOX IF A MEMBER OF A GROUP (SEE INSTRUCTIONS)
                                                                      (a) [ ]
                                                                      (b) [ ]
====== =========================================================================
   3   SEC USE ONLY


====== =========================================================================
   4   CITIZENSHIP OR PLACE OF ORGANIZATION

       Cayman
======================= ====== =================================================
        NUMBER OF          5   SOLE VOTING POWER

         SHARES                0
                        ====== =================================================
      BENEFICIALLY         6   SHARED VOTING POWER

        OWNED BY               See item 4
                        ====== =================================================
          EACH             7   SOLE DISPOSITIVE POWER

        REPORTING              0
                        ====== =================================================
         PERSON            8   SHARED DISPOSITIVE POWER

          WITH                 See item 4
====== =========================================================================
   9   AGGREGATE AMOUNT BENEFICIALLY OWNED BY EACH REPORTING PERSON

       See item 4
====== =========================================================================
  10   CHECK BOX IF THE AGGREGATE AMOUNT IN ROW (9)                         [ ]
       EXCLUDES CERTAIN SHARES (SEE INSTRUCTIONS)


====== =========================================================================
  11   PERCENT OF CLASS REPRESENTED BY AMOUNT IN ROW 9

       See item 4
====== =========================================================================
  12   TYPE OF REPORTING PERSON (SEE INSTRUCTIONS)

       OO
====== =========================================================================



                               Page 2 of 20 Pages
<PAGE>


- --------------------------------------
CUSIP No. 0001063167
- --------------------------------------


====== =========================================================================
   1   NAME OF REPORTING PERSONS
       I.R.S. IDENTIFICATION NOS. OF ABOVE PERSONS (ENTITIES ONLY)

       Cayman National Trust Co., Ltd.
====== =========================================================================
   2   CHECK THE APPROPRIATE BOX IF A MEMBER OF A GROUP (SEE INSTRUCTIONS)
                                                                       (a)  [ ]
                                                                       (b)  [ ]
====== =========================================================================
   3   SEC USE ONLY


====== =========================================================================
   4   CITIZENSHIP OR PLACE OF ORGANIZATION

       Cayman
======================= ====== =================================================
        NUMBER OF          5   SOLE VOTING POWER

         SHARES                0
                        ====== =================================================
      BENEFICIALLY         6   SHARED VOTING POWER

        OWNED BY               See item 4
                        ====== =================================================
          EACH             7   SOLE DISPOSITIVE POWER

        REPORTING              0
                        ====== =================================================
         PERSON            8   SHARED DISPOSITIVE POWER

          WITH                 See item 4
====== =========================================================================
   9   AGGREGATE AMOUNT BENEFICIALLY OWNED BY EACH REPORTING PERSON

       See item 4
====== =========================================================================
  10   CHECK BOX IF THE AGGREGATE AMOUNT IN ROW (9)                         [ ]
       EXCLUDES CERTAIN SHARES (SEE INSTRUCTIONS)


====== =========================================================================
  11   PERCENT OF CLASS REPRESENTED BY AMOUNT IN ROW 9

       See item 4
====== =========================================================================
  12   TYPE OF REPORTING PERSON (SEE INSTRUCTIONS)

       OO
====== =========================================================================



                               Page 3 of 20 Pages
<PAGE>


- --------------------------------------
CUSIP No. 0001063167
- --------------------------------------


====== =========================================================================
   1   NAME OF REPORTING PERSONS
       I.R.S. IDENTIFICATION NOS. OF ABOVE PERSONS (ENTITIES ONLY)

       Venture II Trust
====== =========================================================================
   2   CHECK THE APPROPRIATE BOX IF A MEMBER OF A GROUP (SEE INSTRUCTIONS)
                                                                       (a)  [ ]
                                                                       (b)  [ ]
====== =========================================================================
   3   SEC USE ONLY


====== =========================================================================
   4   CITIZENSHIP OR PLACE OF ORGANIZATION

       Cayman
======================= ====== =================================================
        NUMBER OF          5   SOLE VOTING POWER

         SHARES                0
                        ====== =================================================
      BENEFICIALLY         6   SHARED VOTING POWER

        OWNED BY               700,000 (see item 4)
                        ====== =================================================
          EACH             7   SOLE DISPOSITIVE POWER

        REPORTING              0
                        ====== =================================================
         PERSON            8   SHARED DISPOSITIVE POWER

          WITH                 700,000 (see item 4)
====== =========================================================================
   9   AGGREGATE AMOUNT BENEFICIALLY OWNED BY EACH REPORTING PERSON

       700,000 (see item 4)
====== =========================================================================
  10   CHECK BOX IF THE AGGREGATE AMOUNT IN ROW (9)                         [ ]
       EXCLUDES CERTAIN SHARES (SEE INSTRUCTIONS)


====== =========================================================================
  11   PERCENT OF CLASS REPRESENTED BY AMOUNT IN ROW 9

       5.5% (see item 4)
====== =========================================================================
  12   TYPE OF REPORTING PERSON (SEE INSTRUCTIONS)

       OO
====== =========================================================================



                               Page 4 of 20 Pages
<PAGE>


- --------------------------------------
CUSIP No. 0001063167
- --------------------------------------


====== =========================================================================
   1   NAME OF REPORTING PERSONS
       I.R.S. IDENTIFICATION NOS. OF ABOVE PERSONS (ENTITIES ONLY)

       Venture Capital Corporation
====== =========================================================================
   2   CHECK THE APPROPRIATE BOX IF A MEMBER OF A GROUP (SEE INSTRUCTIONS)
                                                                       (a)  [ ]
                                                                       (b)  [ ]
====== =========================================================================
   3   SEC USE ONLY


====== =========================================================================
   4   CITIZENSHIP OR PLACE OF ORGANIZATION

       Cayman
======================= ====== =================================================
        NUMBER OF          5   SOLE VOTING POWER

         SHARES                0
                        ====== =================================================
      BENEFICIALLY         6   SHARED VOTING POWER

        OWNED BY               700,000 (see item 4)
                        ====== =================================================
          EACH             7   SOLE DISPOSITIVE POWER

        REPORTING              0
                        ====== =================================================
         PERSON            8   SHARED DISPOSITIVE POWER

          WITH                 700,000 (see item 4)
====== =========================================================================
   9   AGGREGATE AMOUNT BENEFICIALLY OWNED BY EACH REPORTING PERSON

       700,000 (see item 4)
====== =========================================================================
  10   CHECK BOX IF THE AGGREGATE AMOUNT IN ROW (9)                         [ ]
       EXCLUDES CERTAIN SHARES (SEE INSTRUCTIONS)


====== =========================================================================
  11   PERCENT OF CLASS REPRESENTED BY AMOUNT IN ROW 9

       5.5%
====== =========================================================================
  12   TYPE OF REPORTING PERSON (SEE INSTRUCTIONS)

       CO
====== =========================================================================



                               Page 5 of 20 Pages
<PAGE>


- --------------------------------------
CUSIP No. 0001063167
- --------------------------------------


====== =========================================================================
   1   NAME OF REPORTING PERSONS
       I.R.S. IDENTIFICATION NOS. OF ABOVE PERSONS (ENTITIES ONLY)

       Western International Insurance Company
====== =========================================================================
   2   CHECK THE APPROPRIATE BOX IF A MEMBER OF A GROUP (SEE INSTRUCTIONS)
                                                                       (a)  [ ]
                                                                       (b)  [ ]
====== =========================================================================
   3   SEC USE ONLY


====== =========================================================================
   4   CITIZENSHIP OR PLACE OF ORGANIZATION

       Cayman
======================= ====== =================================================
        NUMBER OF          5   SOLE VOTING POWER

         SHARES                0
                        ====== =================================================
      BENEFICIALLY         6   SHARED VOTING POWER

        OWNED BY               700,000 (see item 4)
                        ====== =================================================
          EACH             7   SOLE DISPOSITIVE POWER

        REPORTING              0
                        ====== =================================================
         PERSON            8   SHARED DISPOSITIVE POWER

          WITH                 700,000 (see item 4)
====== =========================================================================
   9   AGGREGATE AMOUNT BENEFICIALLY OWNED BY EACH REPORTING PERSON

       700,000 (see item 4)
====== =========================================================================
  10   CHECK BOX IF THE AGGREGATE AMOUNT IN ROW (9)                         [ ]
       EXCLUDES CERTAIN SHARES (SEE INSTRUCTIONS)


====== =========================================================================
  11   PERCENT OF CLASS REPRESENTED BY AMOUNT IN ROW 9

       5.5%
====== =========================================================================
  12   TYPE OF REPORTING PERSON (SEE INSTRUCTIONS)

       IC
====== =========================================================================



                               Page 6 of 20 Pages
<PAGE>


- --------------------------------------
CUSIP No. 0001063167
- --------------------------------------


    Item 1(a).   Name of Issuer:

                 Insurance Management Solutions Group, Inc.

    Item 1(b).   Address of Issuer's Principal Executive Offices:

                 360 Central Avenue
                 St. Petersburg, Florida  33701

    Item 2(a).   Name of Person Filing:

                 This  statement  is  filed  jointly  by each  of the  following
                 persons pursuant to Rule 13d-1(k)  promulgated under Section 13
                 of  the  Securities  Exchange  Act of  1934,  as  amended  (the
                 "Exchange Act"): (i) Independent  Foundation for the Pursuit of
                 Charitable Endeavors,  Ltd., ("IFPCE"), a not for profit Cayman
                 company  which  possesses  certain  discretionary  powers  with
                 respect  to the  appointment  of  certain  trusts  which may be
                 deemed to beneficially own shares of Common Stock; (ii) Western
                 International   Insurance   Company,   a   Cayman   corporation
                 ("Western"),  as a direct  beneficial  owner of  Common  Stock;
                 (iii)  Venture  Capital   Corporation,   a  Cayman  corporation
                 ("Venture"),  as the direct parent corporation of Western, (iv)
                 Venture II Trust ("Venture Trust"), a discretionary  charitable
                 trust which owns all of the outstanding shares of Venture;  and
                 (v) Cayman  National  Trust  Co.,  Ltd.,  a Cayman  corporation
                 ("Cayman National"), as the sole trustee of Venture Trust.

                 Information  with respect to each of the  reporting  persons is
                 given solely by such reporting person,  and no reporting person
                 assumes  responsibility  for the  accuracy or  completeness  of
                 information  provided  by another  reporting  person.  By their
                 signatures on this  statement,  each of the  reporting  persons
                 agrees that this statement is filed on behalf of such reporting
                 person.



                               Page 7 of 20 Pages
<PAGE>


- --------------------------------------
CUSIP No. 0001063167
- --------------------------------------


    Item 2(b).   Address of Principal Business Office or, if none, Residence:

                 Independent Foundation for the     P.O. Box 1369 GT
                   Pursuit of Charitable            Fort Street
                   Endeavors, Ltd.                  Grand Cayman, Cayman Islands
                 Venture Capital Corporation        British West Indies
                 Venture II Trust
                 Western International Insurance Company

                 Cayman National Trust Co., Ltd.    200 Elgin Avenue
                                                    P.O. Box 1790 GT
                                                    Grand Cayman, Cayman Islands
                                                    British West Indies

    Item 2(c).   Citizenship:

                 See Item 2(a).

    Item 2(d).   Title of Class of Securities:

                 Common Stock

    Item 2(e).   CUSIP Number:

                 0001063167

    Item 3.      If  this  statement  is  filed  pursuant  to Rules 13d-1(b), or
                 13d-2(b) or (c), check whether the person filing is a:

                 Not applicable



                               Page 8 of 20 Pages
<PAGE>


- --------------------------------------
CUSIP No. 0001063167
- --------------------------------------


    Item 4.      Ownership

                 (a)-(b)

                 As of January 31,  2000,  Western was the  registered  owner of
                 700,000 shares of the Issuer's Common Stock,  or  approximately
                 5.5%  of  the  outstanding  Common  Stock.  By  virtue  of  the
                 relationship between Western and each of Venture, Venture Trust
                 and Cayman National, each of Venture,  Venture Trust and Cayman
                 National may be deemed to possess indirect beneficial ownership
                 of the shares of the Issuer's Common Stock  beneficially  owned
                 by  Western.  IFPCE  is  a  not  for  profit  corporation  that
                 possesses certain  discretionary powers with respect to Venture
                 Trust and Bankers International  Financial Corporation II Trust
                 (the "BIFC Trust"), an entity unrelated to Venture Trust. As of
                 January 31, 2000,  the BIFC Trust, a  discretionary  charitable
                 trust,  and its  affiliates,  may have been  deemed to  possess
                 indirect  beneficial  ownership  of  8,021,400  shares  of  the
                 Issuer's Common Stock or approximately 63.3% of the outstanding
                 Common Stock.  Pursuant to each trust's  declaration  of trust,
                 IFPCE  possesses  the  discretionary  power to (i)  direct  the
                 trustee  to appoint  the trust  fund to  another  trust for the
                 benefit of the  beneficiaries  and (ii)  remove the trustee and
                 appoint one or more new trustees.  The filing of this statement
                 by IFPCE  and  Cayman  National  shall not be  construed  as an
                 admission  that  either  IFPCE or  Cayman  National  is for the
                 purposes of Section 13(d) or Section 13(g) of the Exchange Act,
                 the  beneficial  owner of (or  possesses  the  power to vote or
                 direct the vote of) any securities covered by this statement.

                 (c)
<TABLE>
<CAPTION>
                                                         Sole          Shared            Sole            Shared
                 Reporting                              Voting         Voting        Dispositive      Dispositive
                 Person                                 Power          Power            Power            Power
                 ---------                              ------         ------        -----------      -----------
<S>                                                        <C>        <C>                 <C>           <C>
                 Independent Foundation for the
                    Pursuit of Charitable                             See Item                          See Item
                    Endeavors, Ltd.                        0          4(a)-(b)            0             4(a)-(b)
                 Cayman National Trust Co.,                           See item                          See item
                    Ltd.                                   0          4(a)-(b)            0             4(a)-(b)
                 Venture II Trust                          0          700,000             0             700,000
                 Venture Capital Corporation               0          700,000             0             700,000
                 Western International Insurance
                    Company                                0          700,000             0             700,000
</TABLE>



                               Page 9 of 20 Pages
<PAGE>


- --------------------------------------
CUSIP No. 0001063167
- --------------------------------------


    Item 5.      Ownership of Five Percent or Less of a Class.

                 Not applicable

    Item 6.      Ownership  of  More  than  Five  Percent  on  Behalf of Another
                 Person.

                 Not applicable

    Item 7.      Identification  and  Classification  of  the  Subsidiary  Which
                 Acquired the Security Being Reported on By the  Parent  Holding
                 Company.

                 Not applicable

    Item 8.      Identification and Classification of Members of the Group.

                 Not applicable

    Item 9.      Notice of Dissolution of Group.

                 Not applicable

    Item 10.     Certification.

                 Not applicable



                               Page 10 of 20 Pages
<PAGE>


                                    SIGNATURE


          After reasonable  inquiry and to the best of its knowledge and belief,
each of the  undersigned  certifies  that  the  information  set  forth  in this
statement is true, complete and correct.

          Date: March 22, 2000

                                         INDEPENDENT FOUNDATION FOR THE PURSUIT
                                           OF CHARITABLE ENDEAVORS, LTD.



                                         By:  /s/  David K. Meehan
                                            -----------------------------------
                                            Name:  David K. Meehan
                                                   Attorney-in-fact



                                         CAYMAN NATIONAL TRUST CO., LTD.



                                         By:  /s/  David K. Meehan
                                            -----------------------------------
                                            Name:  David K. Meehan
                                                   Attorney-in-fact



                                         VENTURE II TRUST



                                         By:  /s/  David K. Meehan
                                            -----------------------------------
                                            Name:  David K. Meehan
                                                   Attorney-in-fact



                                         VENTURE CAPITAL CORPORATION



                                         By:  /s/  David K. Meehan
                                            -----------------------------------
                                            Name:  David K. Meehan
                                                   Attorney-in-fact



                               Page 11 of 20 Pages
<PAGE>


                                         WESTERN INTERNATIONAL INSURANCE COMPANY



                                         By:  /s/  David K. Meehan
                                            -----------------------------------
                                            Name:  David K. Meehan
                                                   Attorney-in-fact



                               Page 12 of 20 Pages
<PAGE>


Exhibits

   1     Agreement  of  Joint  Filing,  dated March 22, 2000, among  Independent
         Foundation  for the  Pursuit  of  Charitable  Endeavors,  Ltd.,  Cayman
         National Trust Co., Ltd., Venture II Trust, Venture Capital Corporation
         and Western International Insurance Company.

   2     Power of Attorney for each of Independent Foundation for the Pursuit of
         Charitable Endeavors, Ltd., Cayman National Trust Co., Ltd., Venture II
         Trust, Venture Capital Corporation and Western International  Insurance
         Company.



                               Page 13 of 20 Pages


                                    Exhibit 1

                            AGREEMENT OF JOINT FILING

          AGREEMENT dated as of March 22, 2000 among Independent  Foundation for
the Pursuit of Charitable  Endeavors,  Ltd.,  Cayman  National  Trust Co., Ltd.,
Venture  II  Trust,  Venture  Capital  Corporation  and  Western   International
Insurance Company.

          WHEREAS,  pursuant to paragraph  (k) of Rule 13d-1  promulgated  under
Subsection  13(d)(1) of the  Securities  Exchange  Act of 1934,  as amended (the
"1934 Act"), the parties hereto have decided to satisfy their filing obligations
under the 1934 Act by a single joint filing:

          NOW, THEREFORE, the undersigned hereby agree as follows:

          1.  The Schedule 13G with respect to  Insurance  Management  Solutions
Group,  Inc.,  to which this  Agreement is attached as Exhibit 1, as well as all
future  amendments  to such  Statement,  shall be filed  jointly  on  behalf  of
Independent  Foundation for the Pursuit of Charitable  Endeavors,  Ltd.,  Cayman
National Trust Co., Ltd.,  Venture II Trust,  Venture  Capital  Corporation  and
Western International Insurance Company.

          2.  Each of  Independent  Foundation  for the  Pursuit  of  Charitable
Endeavors,  Ltd.,  Cayman  National Trust Co., Ltd.,  Venture II Trust,  Venture
Capital Corporation and Western  International  Insurance Company is responsible
for the  completeness  and accuracy of the  information  concerning  such person
contained  therein;  provided  that  each  person  is not  responsible  for  the
completeness or accuracy of the  information  concerning any other person making
such filing.

          IN WITNESS WHEREOF, the undersigned hereunto set their hands as of the
date first above written.

                                         INDEPENDENT FOUNDATION FOR THE PURSUIT
                                            OF CHARITABLE ENDEAVORS, LTD.



                                         By:  /s/  David K. Meehan
                                            -----------------------------------
                                            Name:  David K. Meehan
                                                   Attorney-in-fact



                                         CAYMAN NATIONAL TRUST CO., LTD.



                                         By:  /s/  David K. Meehan
                                            -----------------------------------
                                            Name:  David K. Meehan
                                                   Attorney-in-fact



                               Page 14 of 20 Pages
<PAGE>


                                         VENTURE II TRUST



                                         By:  /s/  David K. Meehan
                                            -----------------------------------
                                            Name:  David K. Meehan
                                                   Attorney-in-fact



                                         VENTURE CAPITAL CORPORATION



                                         By:  /s/  David K. Meehan
                                            -----------------------------------
                                            Name:  David K. Meehan
                                                   Attorney-in-fact




                                         WESTERN INTERNATIONAL INSURANCE COMPANY



                                         By:  /s/  David K. Meehan
                                            -----------------------------------
                                            Name:  David K. Meehan
                                                   Attorney-in-fact



                               Page 15 of 20 Pages






                                POWER OF ATTORNEY

          Know all by these presents,  that the undersigned  hereby  constitutes
and  appoints  each of David K.  Meehan,  Jeffrey  S.  Bragg and Kelly K.  King,
signing singly, the undersigned's true and lawful attorney-in-fact to:

          (1)   execute  for  and  on   behalf  of  the   undersigned,   in  the
     undersigned's   capacity  as  a  more  than  5%  shareholder  of  Insurance
     Management  Solutions  Group,  Inc.  (the  "Company"),  any and all  forms,
     applications  and other  documents as may be necessary or advisable for the
     undersigned to file under the Securities Exchange Act of 1934 and the rules
     thereunder (the "Exchange Act"), including,  without limitation, Forms 3, 4
     and 5 and Schedules 13D and 13G, and any amendments  thereto, in accordance
     with Section  16(a) and Section  13(d),  respectively,  of the Exchange Act
     (collectively, "Documents"); and

          (2)   do and  perform  any and  all  acts  for  and on  behalf  of the
     undersigned which may be necessary or desirable to complete and execute any
     such  Documents  and timely  file such  Documents  with the  United  States
     Securities  and  Exchange  Commission  and any stock  exchange  or  similar
     authority.

          The undersigned hereby grants to each such attorney-in-fact full power
and  authority  to do and  perform  any  and  every  act  and  thing  whatsoever
requisite,  necessary  or proper to be done in the exercise of any of the rights
and  powers  herein  granted,  as  fully  to all  intents  and  purposes  as the
undersigned  might  or  could  do if  personally  present,  with  full  power of
substitution  or  revocation,  hereby  ratifying  and  confirming  all that such
attorney-in-fact,  or such attorney-in-fact's  substitute or substitutes,  shall
lawfully  do or cause to be done by virtue  of this  power of  attorney  and the
rights  and  powers  herein  granted.  The  undersigned  acknowledges  that  the
foregoing  attorneys-in-fact,  in serving in such capacity at the request of the
undersigned,  are  not  assuming,  nor  is  the  Company  assuming,  any  of the
undersigned's responsibilities to comply with the Exchange Act.

          This Power of Attorney shall remain in full force and effect until the
undersigned  is no  longer  required  to  file  Documents  with  respect  to the
undersigned's  holdings of and transactions in securities issued by the Company,
unless earlier revoked by the  undersigned in a signed writing  delivered to the
foregoing attorneys-in-fact.

          IN WITNESS WHEREOF,  the undersigned has caused this Power of Attorney
to be executed as of this 10th day of February, 1999.

                                        INDEPENDENT  FOUNDATION  FOR THE PURSUIT
                                        OF CHARITABLE ENDEAVORS, LTD.


                                        By: /s/  Barry B. Benjamin
                                           -------------------------------------
                                            Name:  Barry B. Benjamin
                                            Title: President


                               Page 16 of 20 Pages


<PAGE>


                                POWER OF ATTORNEY

          Know all by these presents,  that the undersigned  hereby  constitutes
and  appoints  each of David K.  Meehan,  Jeffrey  S.  Bragg and Kelly K.  King,
signing singly, the undersigned's true and lawful attorney-in-fact to:

           (1)  execute  for  and  on   behalf  of  the   undersigned,   in  the
     undersigned's   capacity  as  a  more  than  5%  shareholder  of  Insurance
     Management  Solutions  Group,  Inc.  (the  "Company"),  any and all  forms,
     applications  and other  documents as may be necessary or advisable for the
     undersigned to file under the Securities Exchange Act of 1934 and the rules
     thereunder (the "Exchange Act"), including,  without limitation, Forms 3, 4
     and 5 and Schedules 13D and 13G, and any amendments  thereto, in accordance
     with Section  16(a) and Section  13(d),  respectively,  of the Exchange Act
     (collectively, "Documents"); and

           (2)  do and  perform  any and  all  acts  for  and on  behalf  of the
     undersigned which may be necessary or desirable to complete and execute any
     such  Documents  and timely  file such  Documents  with the  United  States
     Securities  and  Exchange  Commission  and any stock  exchange  or  similar
     authority.

          The undersigned hereby grants to each such attorney-in-fact full power
and  authority  to do and  perform  any  and  every  act  and  thing  whatsoever
requisite,  necessary  or proper to be done in the exercise of any of the rights
and  powers  herein  granted,  as  fully  to all  intents  and  purposes  as the
undersigned  might  or  could  do if  personally  present,  with  full  power of
substitution  or  revocation,  hereby  ratifying  and  confirming  all that such
attorney-in-fact,  or such attorney-in-fact's  substitute or substitutes,  shall
lawfully  do or cause to be done by virtue  of this  power of  attorney  and the
rights  and  powers  herein  granted.  The  undersigned  acknowledges  that  the
foregoing  attorneys-in-fact,  in serving in such capacity at the request of the
undersigned,  are  not  assuming,  nor  is  the  Company  assuming,  any  of the
undersigned's responsibilities to comply with the Exchange Act.

          This Power of Attorney shall remain in full force and effect until the
undersigned  is no  longer  required  to  file  Documents  with  respect  to the
undersigned's  holdings of and transactions in securities issued by the Company,
unless earlier revoked by the  undersigned in a signed writing  delivered to the
foregoing attorneys-in-fact.

          IN WITNESS WHEREOF,  the undersigned has caused this Power of Attorney
to be executed as of this 10th day of February, 1999.

                                        VENTURE CAPITAL CORPORATION


                                        By: /s/  Barry B. Benjamin
                                           -------------------------------------
                                            Name:   Barry B. Benjamin
                                            Title:  President


                               Page 17 of 20 Pages

<PAGE>

                                POWER OF ATTORNEY

          Know all by these presents,  that the undersigned  hereby  constitutes
and appoints each of Bankers  Insurance Group,  Inc., David K. Meehan,  David M.
Howard and Chris Breakiron,  signing singly,  the undersigned's  true and lawful
attorney-in-fact to:

           (1)  execute  for  and  on   behalf  of  the   undersigned,   in  the
     undersigned's   capacity  as  a  more  than  5%  shareholder  of  Insurance
     Management  Solutions  Group,  Inc.  (the  "Company"),  any and all  forms,
     applications  and other  documents as may be necessary or advisable for the
     undersigned to file under the Securities Exchange Act of 1934 and the rules
     thereunder (the "Exchange Act"), including,  without limitation, Forms 3, 4
     and 5 and Schedules 13D and 13G, and any amendments  thereto, in accordance
     with Section 16(a) and Section 13(d), respectively,  of the Exchange Act or
     Agreements of Joint Filing or form  substantially  similar to that which is
     attached  hereto  as  Exhibit  A  and  by  reference  made  a  part  hereof
     (collectively, "Documents"); and

           (2)  do and  perform  any and  all  acts  for  and on  behalf  of the
     undersigned which may be necessary or desirable to complete and execute any
     such  Documents  and timely  file such  Documents  with the  United  States
     Securities  and  Exchange  Commission  and any stock  exchange  or  similar
     authority.

          The undersigned hereby grants to each such attorney-in-fact full power
and  authority  to do and  perform  any  and  every  act  and  thing  whatsoever
requisite,  necessary  or proper to be done in the exercise of any of the rights
and  powers  herein  granted,  as  fully  to all  intents  and  purposes  as the
undersigned  might  or  could  do if  personally  present,  with  full  power of
substitution  or  revocation,  hereby  ratifying  and  confirming  all that such
attorney-in-fact,  or such attorney-in-fact's  substitute or substitutes,  shall
lawfully  do or cause to be done by virtue  of this  power of  attorney  and the
rights  and  powers  herein  granted.  The  undersigned  acknowledges  that  the
foregoing  attorneys-in-fact,  in serving in such capacity at the request of the
undersigned,  are  not  assuming,  nor  is  the  Company  assuming,  any  of the
undersigned's responsibilities to comply with the Exchange Act.

          This Power of Attorney shall remain in full force and effect until the
undersigned  is no  longer  required  to  file  Documents  with  respect  to the
undersigned's  holdings of and transactions in securities issued by the Company,
unless earlier revoked by the  undersigned in a signed writing  delivered to the
foregoing attorneys-in-fact.

          IN WITNESS WHEREOF,  the undersigned has caused this Power of Attorney
to be executed as of this 10th day of March, 2000.

                                        CAYMAN NATIONAL TRUST CO., LTD.


                                        By: /s/
                                           -------------------------------------
                                            Name:
                                            Title:   Secretary/Director


                               Page 18 of 20 Pages

<PAGE>

                                POWER OF ATTORNEY

          Know all by these presents,  that the undersigned  hereby  constitutes
and appoints each of Venture Capital  Corporation,  David K. Meehan,  Jeffrey S.
Bragg and Kelly K.  King,  signing  singly,  the  undersigned's  true and lawful
attorney-in-fact to:

           (1)  execute  for  and   on  behalf  of  the   undersigned,   in  the
     undersigned's   capacity  as  a  more  than  5%  shareholder  of  Insurance
     Management  Solutions  Group,  Inc.  (the  "Company"),  any and all  forms,
     applications  and other  documents as may be necessary or advisable for the
     undersigned to file under the Securities Exchange Act of 1934 and the rules
     thereunder (the "Exchange Act"), including,  without limitation, Forms 3, 4
     and 5 and Schedules 13D and 13G, and any amendments  thereto, in accordance
     with Section  16(a) and Section  13(d),  respectively,  of the Exchange Act
     (collectively, "Documents"); and

           (2)  do and  perform  any and  all  acts  for  and on  behalf  of the
     undersigned which may be necessary or desirable to complete and execute any
     such  Documents  and timely  file such  Documents  with the  United  States
     Securities  and  Exchange  Commission  and any stock  exchange  or  similar
     authority.

          The undersigned hereby grants to each such attorney-in-fact full power
and  authority  to do and  perform  any  and  every  act  and  thing  whatsoever
requisite,  necessary  or proper to be done in the exercise of any of the rights
and  powers  herein  granted,  as  fully  to all  intents  and  purposes  as the
undersigned  might  or  could  do if  personally  present,  with  full  power of
substitution  or  revocation,  hereby  ratifying  and  confirming  all that such
attorney-in-fact,  or such attorney-in-fact's  substitute or substitutes,  shall
lawfully  do or cause to be done by virtue  of this  power of  attorney  and the
rights  and  powers  herein  granted.  The  undersigned  acknowledges  that  the
foregoing  attorneys-in-fact,  in serving in such capacity at the request of the
undersigned,  are  not  assuming,  nor  is  the  Company  assuming,  any  of the
undersigned's responsibilities to comply with the Exchange Act.

          This Power of Attorney shall remain in full force and effect until the
undersigned  is no  longer  required  to  file  Documents  with  respect  to the
undersigned's  holdings of and transactions in securities issued by the Company,
unless earlier revoked by the  undersigned in a signed writing  delivered to the
foregoing attorneys-in-fact.

          IN WITNESS WHEREOF,  the undersigned has caused this Power of Attorney
to be executed as of this 8th day of February, 1999.

                                        VENTURE II TRUST

                                        By: Cayman National Trust Co. Ltd.
                                            as trustees for the Venture II Trust


                                        By: /s/ John Law/Fiona Keane
                                           -------------------------------------
                                            Name:   John Law/Fiona Keane
                                            Title:  President/Trust Officer



                               Page 19 of 20 Pages


<PAGE>


                                POWER OF ATTORNEY

          Know all by these presents,  that the undersigned  hereby  constitutes
and appoints each of Bankers  Insurance Group,  Inc., David K. Meehan,  David M.
Howard and Chris P. Breakiron, signing singly, the undersigned's true and lawful
attorney-in-fact to:

               (1)  execute  for  and  on  behalf  of  the  undersigned,  in the
     undersigned's   capacity  as  a  more  than  5%  shareholder  of  Insurance
     Management  Solutions  Group,  Inc.  (the  "Company"),  any and all  forms,
     applications  and other  documents as may be necessary or advisable for the
     undersigned to file under the Securities Exchange Act of 1934 and the rules
     thereunder (the "Exchange Act"), including,  without limitation, Forms 3, 4
     and 5 and Schedules 13D and 13G, and any amendments  thereto, in accordance
     with Section 16(a) and Section 13(d), respectively,  of the Exchange Act or
     Agreements of Joint Filing or form  substantially  similar to that which is
     attached  hereto  as  Exhibit  A  and  by  reference  made  a  part  hereof
     (collectively, "Documents"); and

               (2) do and  perform  any and all  acts for and on  behalf  of the
     undersigned which may be necessary or desirable to complete and execute any
     such  Documents  and timely  file such  Documents  with the  United  States
     Securities  and  Exchange  Commission  and any stock  exchange  or  similar
     authority.

          The undersigned hereby grants to each such attorney-in-fact full power
and  authority  to do and  perform  any  and  every  act  and  thing  whatsoever
requisite,  necessary  or proper to be done in the exercise of any of the rights
and  powers  herein  granted,  as  fully  to all  intents  and  purposes  as the
undersigned  might  or  could  do if  personally  present,  with  full  power of
substitution  or  revocation,  hereby  ratifying  and  confirming  all that such
attorney-in-fact,  or such attorney-in-fact's  substitute or substitutes,  shall
lawfully  do or cause to be done by virtue  of this  power of  attorney  and the
rights  and  powers  herein  granted.  The  undersigned  acknowledges  that  the
foregoing  attorneys-in-fact,  in serving in such capacity at the request of the
undersigned,  are  not  assuming,  nor  is  the  Company  assuming,  any  of the
undersigned's responsibilities to comply with the Exchange Act.

          This Power of Attorney shall remain in full force and effect until the
undersigned  is no  longer  required  to  file  Documents  with  respect  to the
undersigned's  holdings of and transactions in securities issued by the Company,
unless earlier revoked by the  undersigned in a signed writing  delivered to the
foregoing attorneys-in-fact.

          IN WITNESS WHEREOF,  the undersigned has caused this Power of Attorney
to be executed as of this 22nd day of March, 2000.

                                        WESTERN INTERNATIONAL INSURANCE COMPANY



                                        By: /s/  Barry B. Benjamin
                                           -------------------------------------
                                            Name:   Barry B. Benjamin
                                            Title:  President


                               Page 20 of 20 Pages



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