AMENDMENT


     FIRST AMENDMENT,  dated as of July 28, 1998, to the Rights Agreement, dated
as of June 5, 1995 (the "Rights Agreement"), between Gryphon Holdings, Inc. (the
"Company") and State Street Bank and Trust Company, as Rights Agent (the "Rights
Agent").

     WHEREAS, the parties hereto are parties to the Rights Agreement;

     WHEREAS,  pursuant  to  Section 27 of the  Rights  Agreement,  the Board of
Directors  deems it desirable  and in the best  interests of the Company and its
shareholders to amend the Rights Agreement as set forth below; and

     WHEREAS,  the  parties  hereto  desire to amend the  Rights  Agreement,  as
provided herein.

     NOW,  THEREFORE,  in  consideration of the premises and the mutual promises
set forth  herein and in the  rights  agreement,  the  parties  hereto  agree as
follows:

     1. The definition of "Acquiring Person" as set forth in Section 1(a) of the
Rights Agreement is hereby amended to read in its entirety as follows:

          (a)  "Acquiring  Person"  shall  mean  any  Person  (as  such  term is
          hereinafter  defined) who or which,  together with all  Affiliates and
          Associates  (as such terms are  hereinafter  defined) of such  Person,
          shall be the Beneficial Owner (as such term is hereinafter defined) of
          the percentage of Common Shares (the  "Acquiring  Person  Percentage")
          equal to or greater  than the  lesser of (A) 20% of the Common  Shares
          then  outstanding  or (B) the greater of (x) 10% of the Common  Shares
          then  outstanding  or (y) the  percentage  of the Common  Shares  then
          outstanding equal to the number of Common Shares Beneficially Owned as
          of 4:30 p.m. New York time on July 28, 1998 by the Person Beneficially
          Owning the  largest  number of Common  Shares as of such date and time
          divided by the Common Shares outstanding as of such date and time, but
          shall not include (i) the Company or any  Subsidiary  (as such term is
          hereinafter  defined) of the Company,  (ii) any employee  benefit plan
          (including,  but not limited to, any employee stock ownership plan) of
          the Company or any Subsidiary of the Company or any Person  organized,
          appointed  or  established  by the  Company  or such  Subsidiary  as a
          fiduciary  for or pursuant to the terms of any such  employee  benefit
          plan or (iii) any Person who would otherwise be an "Acquiring  Person"
          but for the good faith  determination by the Board of Directors of the
          Company   that  such   Person   has  become  an   "Acquiring   Person"
          inadvertently,  provided that such Person together with its Affiliates
          and  Associates  divest  themselves  as  promptly  as  practicable  of
          beneficial  ownership of a sufficient  number of Common Shares so that
          such Person  together with its Affiliates and Associates  beneficially
          own a percentage of the Common Shares then  outstanding  less than the
          Acquiring Person Percentage.  Notwithstanding the foregoing, no Person
          shall become an "Acquiring  Person" as a result of an  acquisition  of
          Common Shares by the Company  which,  by reducing the number of Common
          Shares  outstanding,  increases  the  proportionate  number  of shares
          beneficially owned by such Person to a percentage of the Common Shares
          then  outstanding   greater  than  the  Acquiring  Person  Percentage,
          provided,  however, that if a Person, together with its Affiliates and
          Associates,  shall become the Beneficial  Owner of a percentage of the
          Common Shares greater than the Acquiring  Person  Percentage by reason
          of  share  purchases  by the  Company  and  shall,  after  such  share
          purchases  by  the  Company,   become  the  Beneficial  Owner  of  any
          additional  Common  Shares of the  Company  other  than as a direct or
          indirect  result of any  corporate  action taken by the Company,  then
          such Person shall be deemed to be an "Acquiring Person."

     2. The last sentence of Section 2 of the Rights Agreement is hereby deleted
and in lieu thereof the following sentences shall be inserted:

          "The Company may from time to time  appoint such Co- Rights  Agents as
          it may deem necessary or desirable,  upon ten (10) days' prior written
          notice to the Rights  Agent.  The Rights  Agent  shall have no duty to
          supervise,  and shall in no event be liable for, the acts or omissions
          of any such Co-Rights Agent."

     3. The first sentence of clause (a) of Section 3 of the Rights Agreement is
hereby amended to read in its entirety as follows:

          (a)  Until  the  earlier  of the  Close of  Business  on (i) the tenth
          Business  Day  after  the  Shares  Acquisition  Date or (ii) the tenth
          Business Day, or such  specified or  unspecified  later date as may be
          determined  by action of the Board of Directors of the Company,  after
          the date of the  commencement  of (as  determined by reference to Rule
          l4d- 2(a),  as now in effect under the Exchange  Act), or first public
          announcement of the intent of any Person (other than the Company,  any
          Subsidiary of the Company, any employee benefit plan,  including,  but
          not limited to, an employee stock ownership plan, of the Company or of
          any Subsidiary of the Company,  or any Person organized,  appointed or
          established by the Company or such Subsidiary as a fiduciary  pursuant
          to the terms of any such  employee  benefit  plan) to commence  (which
          intention to commence  remains in effect for five  Business Days after
          such announcement), a tender or exchange offer for an amount of Common
          Shares of the Company  which,  together with the Common Shares already
          beneficially  owned by such Person,  constitutes  a percentage  of the
          Common  Shares then  outstanding  greater  than the  Acquiring  Person
          Percentage  (including  any such date  which is after the date of this
          Agreement and prior to the issuance of the Rights; the earlier of such
          dates  described in clauses (i) and (ii) being  herein  referred to as
          the "Distribution Date"), (x) the Rights will be evidenced (subject to
          the provisions of paragraph (b) of this Section 3) by the certificates
          for  Common  Shares  registered  in the names of the  holders  thereof
          (which certificates for Common Shares shall also be deemed to be Right
          Certificates)  and not by  separate  Right  Certificates,  and (y) the
          rights to receive  Right  Certificates  will be  transferable  only in
          connection with the transfer of Common Shares.

     4. The tenth line of Section 18(a) is hereby  amended by inserting the word
"gross" before the word "negligence."

     5. The Second line of Section 20(c) is hereby amended by inserting the word
"gross" before the word "negligence."

     6. Section 26 is hereby amended by deleting the address for sending notices
to State  Street  Bank and Trust  Company  and  inserting  in lieu  thereof  the
following:

          "c/o Boston Equiserve Limited Partnership
          150 Royall Street
          Canton, MA  02021
          Attention: Client Administration"

     7. This Amendment shall be governed by and construed in accordance with the
laws of the State of Delaware  applicable  to contracts to be made and performed
entirely within such State.

     8. Except as expressly amended hereby,  the Rights Agreement shall continue
in full force and effect in accordance with the provisions thereof.

     9. This Amendment may be executed in any number of counterparts and each of
such  counterparts  shall for all purposes be deemed to be an original,  and all
such counterparts shall together constitute but one and the same instrument.

     IN WITNESS  WHEREOF,  the Company and the Rights Agent have  executed  this
Amendment as of the date first above written.

                                           GRYPHON HOLDINGS, INC.


                                           By: /s/ Stephen A. Crane
                                               ---------------------------------
                                               Stephen A. Crane
                                               President and CEO

ATTEST:

/s/ Robert M. Coffee
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                                           STATE STREET BANK AND TRUST COMPANY


                                           By: /s/ Charles Rossi
                                               ---------------------------------
                                               Charles Rossi
                                               Vice President

ATTEST:

/s/ Kathleen Federico
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