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                                                                    EXHIBIT 4.11

                          ___% JUNIOR SUBORDINATED NOTE

$___________                                      Dated as of  ___________, 2003

          Kingsway America Inc., a corporation duly organized and existing under
the laws of the state of Delaware (hereinafter called "Kingsway America"), for
value received, hereby promises to pay to Kingsway U.S. Funding Inc., a
corporation duly organized and existing under the laws of the state of Delaware
(hereinafter called the "Company"), the principal sum of $_________ on
______________, 2033 (the "Maturity Date"), and, subject to the terms and
conditions hereof, to pay interest thereon from __________, 2003, or from the
most recent interest payment date (each such date, an "Interest Payment Date")
to which interest has been paid or duly provided for, quarterly in arrears on
March 31, June 30, September 30 and December 31 in each year, commencing
__________, 2003, at the rate of ___% per annum, including any Additional
Amounts, and any Additional Sums that become payable pursuant to the Junior
Subordinated Debenture (defined below), if applicable, until the principal
hereof is paid or made available for payment, and at the rate of ___% per annum
on any overdue principal and premium and on any overdue installment of interest,
Additional Amounts, and Additional Sums, if applicable, upon and subject to the
terms and conditions set forth herein.

          This Subordinated Note is issued in connection with a certain
Indenture, dated as of __________, 2003 (the "Indenture"), between the Company,
as Issuer, Kingsway Financial Services Inc., as Guarantor, and BNY Midwest Trust
Company, as Trustee (the "Trustee", which term includes any successor trustee
under the Indenture) pursuant to which the Company has issued a ___% Junior
Subordinated Debenture Due 2033 in the original principal amount of
$_____________ (the "Junior Subordinated Debenture"), and a certain Amended and
Restated Declaration of Trust of Kingsway Financial Capital Trust I dated as of
__________, 2003 (the "Declaration of Trust"), among the Company, as Depositor,
BNY Midwest Trust Company, as Property Trustee, The Bank of New York (Delaware),
as Delaware Trustee, the Administrative Trustees named therein, and the Several
Holders, as defined therein. All terms used in this Subordinated Note that are
defined in the Indenture and not otherwise defined herein shall have the
respective meanings assigned in the Indenture.

          In the event that any Additional Interest, Additional Amounts,
Additional Sums or Defaulted Interest becomes payable pursuant to the Junior
Subordinated Debenture, or that any amounts become payable thereunder pursuant
to a Special Record Date or at any time other than a Regular Record Date, such
amounts shall become payable hereunder at such times as may be due and payable
pursuant to the Junior Subordinated Debenture.

ARTICLE I PAYMENT TERMS

     Section 1.01 Place and Manner of Payment.

          Payment of the principal of (and premium, if any) and any such
interest, including any Additional Interest, any Additional Amounts, and any
Additional Sums, if applicable, on this Subordinated Note will be made to the
Company at the address specified herein or such other place as the holder of
this Subordinated Note shall designate to Kingsway America in writing

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from time to time, in such coin or currency of the United States of America as
at the time of payment is legal tender for payment of public and private debts.

     Section 1.02 Computation of Interest.

     Interest on this Subordinated Note will be computed on the basis of a
360-day year consisting of twelve 30-day months.

     Section 1.03 Extension Periods.

     So long as no Event of Default (as hereinafter defined) has occurred and is
continuing, Kingsway America shall have the right at any time during the term of
this Subordinated Note, from time to time, to defer payment of interest on this
Subordinated Note for up to 20 consecutive quarterly interest payment periods
with respect to each deferral period (each an "Extension Period"), during which
Extension Periods Kingsway America shall have the right to make partial payments
of interest on any Interest Payment Date, and at the end of which Kingsway
America shall pay all interest (compounded quarterly) then accrued and unpaid,
including Additional Interest, any Additional Amounts, and any Additional Sums,
if applicable; provided, however, that no Extension Period may extend beyond the
Maturity Date. During any such Extension Period, Kingsway America will not (a)
declare or pay any dividends or distributions on or redeem, purchase, acquire or
make a liquidation payment with respect to, any of its capital stock, which
includes common and preferred stock (other than any dividends or distributions
paid to, or redemptions, purchases, acquisitions or liquidation payments made
with respect to, any Subsidiary that is wholly owned, directly or indirectly, by
Kingsway America or the Guarantor), or (b) make, or permit any Subsidiary to
make, any payment of principal, interest or premium, if any (other than payments
under this Subordinated Note), on or repay, repurchase or redeem any debt
security that ranks pari passu with or junior in interest to this Subordinated
Note, the Junior Subordinated Debenture, the Guarantee or the Guarantee
Agreement, or (c) make, or permit any Subsidiary to make, any guarantee payments
with respect to any guarantee of any debt security, if such guarantee ranks pari
passu with or junior in interest to this Subordinated Note, the Junior
Subordinated Debenture, the Guarantee or the Guarantee Agreement.
Notwithstanding the foregoing, the following shall not be prohibited: (i)
repurchases, redemptions or other acquisitions of shares of capital stock of
Kingsway America in connection with any employment contract, benefit plan or
other similar arrangement with or for the benefit of one or more employees,
officers, directors or consultants, in connection with a dividend reinvestment
or stockholder stock purchase plan or in connection with the issuance of capital
stock of Kingsway America (or securities convertible into or exercisable for
such capital stock) as consideration in an acquisition transaction entered into
prior to the occurrence of the Event of Default or selection of an Extension
Period by Kingsway America, as applicable, (ii) any transactions described in
(a) or (b) above resulting from any reclassification of Kingsway America's
capital stock, or the exchange or conversion of any class or series of Kingsway
America's capital stock, for any other class or series of Kingsway America's
capital stock or the exchange or conversion of any class or series of Kingsway
America's Indebtedness for any class or series of Kingsway America's capital
stock, (iii) the purchase of fractional interests in shares of Kingsway
America's capital stock pursuant to the conversion or exchange provisions of
such capital stock or the security being converted or exchanged, or (iv) any
declaration of a dividend in connection with any stockholders' rights plan, or
the issuance of

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rights, stock or other property under any stockholders' rights plan, or the
redemption or repurchase of rights pursuant thereto. Prior to the termination of
any such Extension Period, but provided that no Event of Default has occurred
and is continuing, Kingsway America may further extend such Extension Period,
provided, however, that such extension does not cause such Extension Period to
exceed 20 consecutive quarterly interest payment periods or extend beyond the
Maturity Date. Upon the termination of any Extension Period and the payment of
all accrued and unpaid interest (compounded quarterly), including Additional
Interest, any Additional Amounts, and any Additional Sums, if applicable, and
then due, Kingsway America may elect to begin a new Extension Period, subject to
the above requirements. No interest shall be due and payable during an Extension
Period except at the end thereof. Kingsway America shall give the holder of this
Subordinated Note notice of its election to begin any Extension Period at least
five Business Days prior to the Interest Payment Date, or prior to the earlier
of (i) the date the Distributions on the Preferred Securities to which the
Junior Subordinated Debenture relates, would have been payable under the terms
of the Indenture or the Junior Subordinated Debenture except for the election to
begin or extend such Extension Period or (ii) the date the Administrative
Trustees of Kingsway Financial Capital Trust I are required to give notice to
any exchange or automated quotation system or to holders of such Preferred
Securities of the record date or the date such Distributions are payable under
the terms of the Indenture or the Junior Subordinated Debenture, but in any
event not less than five Business Days prior to such record date. There is no
limitation on the number of times Kingsway America may elect to begin an
Extension Period.

     Section 1.04 Payment on Non-Business Day.

     In any case where any Interest Payment Date or the Maturity Date of this
Subordinated Note shall not be a Business Day, then (notwithstanding any other
provision of this Subordinated Note) payment of interest or principal (and
premium, if any) need not be made on such date, but may be made on the next
succeeding Business Day with the same force and effect as if made on the
Interest Payment Date or Maturity Date, as the case may be, provided that no
interest will accrue for the period from and after such Interest Payment Date or
Maturity Date, as the case may be, except that if such Business Day falls in the
next calendar year, such payment will be made on the immediately preceding
Business Day (without any reduction of interest or any other payment in respect
of such acceleration), in each case, with the same force and effect as if made
on such date.

     Section 1.05 Prepayment.
                  -----------

     Upon each redemption of all or any portion of the Junior Subordinated
Debenture in accordance with the terms of the Indenture, Kingsway America shall
make on the day of such redemption a mandatory prepayment of all or a portion,
as applicable, of the principal amount of this Subordinated Note in an amount
equal to the principal amount of the Junior Subordinated Debenture so redeemed.
Each such prepayment of a principal amount of this Subordinated Note shall be
accompanied by payment of all accrued but unpaid interest and other charges
thereon, including any Additional Interest, Additional Amounts and Additional
Sums, if applicable, with respect to such principal amount. All prepayments on
account of the indebtedness evidenced by this Subordinated Note shall be first
applied to accrued and unpaid interest on the unpaid principal balance of this
Subordinated Note and to all other sums, if any, then due the holder

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hereof hereunder in such order as the holder hereof may determine, and the
remainder, if any, to said unpaid principal balance, or as otherwise set forth
in the Indenture governing the application of money collected by the Trustee in
connection with the Junior Subordinated Debenture.

ARTICLE II SUBORDINATION PROVISIONS

     Section 2.01 Subordination to Senior Debt.
                  -----------------------------

          The payment of the principal of (and premium, if any) and interest
(including Additional Interest) on, any Additional Amounts, and if applicable,
any Additional Sums under this Subordinated Note (all such amounts together
being herein sometimes referred to as the "Subordinated Note Obligations") are
hereby expressly made subordinate and junior in right of payment to the prior
payment in full of all amounts then due and payable in respect of all Senior
Debt to the extent and in the same manner as the Guarantee (as defined in the
Indenture) is subordinate and junior in right of payment to all Guarantor Senior
Debt as provided in Article XV of the Indenture.

          As used herein, "Senior Debt" means the principal of (and premium, if
any) and interest, if any (including interest accruing on or after the filing of
any petition in bankruptcy or for reorganization relating to Kingsway America
whether or not such claim for post-petition interest is allowed in such
proceeding), on Indebtedness of Kingsway America, whether incurred on or prior
to the date of this Subordinated Note or thereafter incurred, including, without
limiting the generality of the foregoing, the Indebtedness of Kingsway America
under (i) that certain Guaranty by Kingsway America dated as of February 23,
1999, in favor of LaSalle Bank National Association, as Administrative Agent, in
connection with the US $100,000,000 Credit Facility Credit Agreement dated as of
February 23, 1999, as amended, among Kingsway Financial Services Inc. and
Kingsway U.S. Finance Partnership, as Borrowers, the Lenders named therein,
LaSalle Bank National Association, as Administrative Agent and Co-Syndications
Agent, Canadian Imperial Bank of Commerce, as Co-Syndications Agent and
Documentation Agent, and Canadian Imperial Bank of Commerce New York Agency,
together with any amendments, modifications, extensions, renewals, or
replacements thereof; and (ii) that certain Guaranty by Kingsway America dated
as of May 28, 2002, in favor of Canadian Imperial Bank of Commerce, as
Administrative Agent, in connection with the CDN $66,500,000 Credit Facility
Credit Agreement dated as of May 28, 2002, as amended, among Kingsway Financial
Services Inc. and Kingsway U.S. Finance Partnership, as Borrowers, the Lenders
named therein, Canadian Imperial Bank of Commerce, as Administrative Agent,
LaSalle Bank National Association as Syndication Agent and CIBC World Markets,
as Sole Lead Arranger and Book Runner, together with any amendments,
modifications, extensions, renewals, or replacements thereof; provided, however,
that notwithstanding the foregoing, Senior Debt shall include all fees, costs,
charges, expenses and other amounts owing in respect of the Indebtedness
described in clauses (i) and (ii) above; and provided, further, that Senior Debt
shall not be deemed to include (1) any Additional Junior Indebtedness, (2) trade
accounts payable by Kingsway America arising in the ordinary course of business
(such trade accounts payable being pari passu in right of payment to Kingsway
America's obligations under this Subordinated Note), (3) obligations with
respect to which in the instrument creating or evidencing the same or pursuant
to which the same is outstanding, it is provided that such obligations are pari
passu, junior or otherwise not superior in right of payment to Kingsway
America's obligations under this

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Subordinated Note or (4) Indebtedness of Kingsway America to an employee or
Affiliate of Kingsway America. Senior Debt shall continue to be Senior Debt and
be entitled to the subordination provisions irrespective of any amendment,
modification or waiver of any term of such Senior Debt.

          As used herein, "Additional Junior Indebtedness" means, without
duplication and other than this Subordinated Note, any Indebtedness, liabilities
or obligations of Kingsway America, or any subsidiary of Kingsway America, under
debt securities (or guarantees in respect of debt securities) initially issued
after the date of the Indenture to any trust, or a trustee of a trust,
partnership or other entity affiliated with Kingsway America that is, directly
or indirectly, a finance subsidiary (as such term is defined in Rule 3a-5 under
the Investment Company Act of 1940) or other financing vehicle of Kingsway
America or any Subsidiary of Kingsway America in connection with the issuance by
that entity of preferred securities or other securities.

     Section 2.02 Payment Over of Proceeds Upon Dissolution, etc.
                  -----------------------------------------------

          In the event of (a) any receivership, insolvency, liquidation,
bankruptcy, reorganization, arrangement, adjustment, composition or other
judicial proceeding relative to Kingsway America, its creditors or its property,
(b) any proceeding for the liquidation, dissolution, or other winding up of
Kingsway America, voluntary or involuntary, whether or not involving insolvency
or bankruptcy proceedings, (c) any assignment by Kingsway America for the
benefit of creditors or (d) any other marshaling of the assets of Kingsway
America (each such event, if any, herein sometimes referred to as a
"Proceeding"), then the holders of Senior Debt shall be entitled to receive
payment in full of all amounts payable in respect of such Senior Debt, or
provision shall be made for such payment in cash or cash equivalents or
otherwise in a manner satisfactory to the holders of Senior Debt, before the
holder of this Subordinated Note is entitled to receive or retain any payment or
distribution of any kind or character, whether in cash, property or securities,
on account of any Subordinated Note Obligations or on account of the purchase or
other acquisition of this Subordinated Note by Kingsway America or any
Subsidiary and to that end the holders of Senior Debt shall be entitled to
receive, for application to the payment thereof, any payment or distribution of
any kind or character, whether in cash, property or securities, which may be
payable or deliverable in respect of this Subordinated Note in any such
Proceeding; provided, however, that holders of Senior Debt shall not be entitled
to receive payment of any such amounts to the extent that such holders would be
required by the subordination provisions of such Senior Debt to pay such amounts
over to the obligees on trade accounts payable or other liabilities arising in
the ordinary course of business.

          In the event that, notwithstanding the foregoing provisions of this
Section, Kingsway America shall make any payment hereunder to the holder of this
Subordinated Note before all Senior Debt is paid in full or payment thereof is
provided for in cash or cash equivalents or otherwise in a manner satisfactory
to the holders of Senior Debt, then and in such event such payment or
distribution shall be paid over or delivered forthwith to the trustee in
bankruptcy, receiver, liquidating trustee, custodian, assignee, agent or other
Person making payment or distribution of assets of Kingsway America for
application to the payment of all Senior Debt remaining unpaid, to the extent
necessary to pay all Senior Debt in full, after giving effect to any concurrent
payment or distribution to or for the holders of Senior Debt.

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          For purposes of this Article only, the words "any payment or
distribution of any kind or character, whether in cash, property or securities"
shall not be deemed to include shares of stock of Kingsway America as
reorganized or readjusted, or securities of Kingsway America or any other
corporation provided for by a plan of reorganization or readjustment which
securities are subordinated in right of payment to all then outstanding Senior
Debt to substantially the same extent as this Subordinated Note is so
subordinated as provided herein. The consolidation of Kingsway America with, or
the merger of Kingsway America into, another Person or the liquidation or
dissolution of Kingsway America following the sale of all or substantially all
of its properties and assets as an entirety to another Person or the liquidation
or dissolution of Kingsway America following the sale of all or substantially
all of its properties and assets as an entirety to another Person upon the terms
and conditions set forth in Section 11.02 of the Indenture applicable to the
Guarantor shall not be deemed a Proceeding for the purposes of this Section.

     Section 2.03 Prior Payment to Senior Debt Upon Acceleration of Subordinated
                  --------------------------------------------------------------
                  Note.
                  -----

          In the event that this Subordinated Note is declared due and payable
before the Maturity Date, then and in such event the holders of the Senior Debt
outstanding at the time this Subordinated Note so becomes due and payable shall
first be entitled to receive payment in full of all amounts due on or in respect
of such Senior Debt (including any amounts due upon acceleration), or provision
shall be made for such payment in cash or cash equivalents or otherwise in a
manner satisfactory to the holders of Senior Debt, before the holder of this
Subordinated Note will be entitled to receive or retain any payment or
distribution of any kind or character, whether in cash, property or securities
by Kingsway America on account of the Subordinated Note Obligations or on
account of the purchase or other acquisition of this Subordinated Note by
Kingsway America or any Subsidiary; provided, however, that holders of Senior
Debt shall not be entitled to receive payment of any such amounts to the extent
that such holders would be required by the subordination provisions of such
Senior Debt to pay such amounts over to the obligees on trade accounts payable
or other liabilities arising in the ordinary course of business.

          In the event that, notwithstanding the foregoing, Kingsway America
shall make any payment hereunder to the holder of this Subordinated Note
prohibited by the foregoing provisions of this Section, then and in such event
such payment shall be paid over and delivered forthwith to Kingsway America.

          The provisions of this Section shall not apply to any payment with
respect to which Section 2.02 would be applicable.

     Section 2.04 No Payment When Senior Debt in Default.
                  ---------------------------------------

          In the event and during the continuation of any default by Kingsway
America in the payment of any amounts payable in respect of any Senior Debt, or
in the event that any event of default with respect to any Senior Debt shall
have occurred and be continuing and shall have resulted in such Senior Debt
becoming or being declared due and payable prior to the date on which it would
otherwise have become due and payable, unless and until such event of default
shall have been cured or waived or shall have ceased to exist and such
acceleration shall have

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been rescinded or annulled, or in the event any judicial proceeding shall be
pending with respect to any such default in payment or such event of default,
then no direct or indirect payment or distribution of any kind or character, by
Kingsway America under this Subordinated Note or otherwise, whether in cash,
property or securities shall be made or agreed to be made by Kingsway America on
account of any Subordinated Note Obligations or on account of any redemption,
repayment, retirement, purchase or other acquisition of this Subordinated Note
by Kingsway America or any Subsidiary.

          In the event that, notwithstanding the foregoing, Kingsway America
shall make any payment hereunder to the holder of this Subordinated Note
prohibited by the foregoing provisions of this Section, then and in such event
such payment shall be paid over and delivered forthwith to Kingsway America.

          The provisions of this Section shall not apply to any payment with
respect to which Section 2.02 would be applicable.

     Section 2.05 Payment Permitted If No Default.

          Nothing contained in this Article or elsewhere in this Subordinated
Note shall prevent Kingsway America, at any time except during the pendency of
any Proceeding referred to in Section 2.02 or under the conditions described in
Section 2.03 or Section 2.04 from making payments at any time of any
Subordinated Note Obligations.

     Section 2.06 Subrogation to Rights of Holders of Senior Debt.
                  ------------------------------------------------

          Subject to the payment of all Senior Debt to the extent required under
Sections 2.02 and 2.03 of this Subordinated Note, or the provision of such
payment in cash or cash equivalents or otherwise in a manner satisfactory to the
holders Senior Debt, the holder of this Subordinated Note shall be subrogated to
the extent of the payments or distributions made to the holders of such Senior
Debt pursuant to the provisions of this Article (equally and ratably with the
holders of all Indebtedness of Kingsway America which by its express terms is
subordinated to Senior Debt to substantially the same extent as this
Subordinated Note is subordinated to the Senior Debt and is entitled to like
rights of subrogation by reason of any payments or distributions made to holders
of such Senior Debt) to the rights of the holders of such Senior Debt to receive
payments and distributions of cash, property and securities applicable to the
Senior Debt until the Subordinated Note Obligations shall be paid in full. For
purposes of such subrogation or assignment, no payments or distributions to the
holders of the Senior Debt of any cash, property or securities to which the
holder of the Subordinated Note would be entitled except for the provisions of
this Article, and no payment over pursuant to the provisions of this Article to
the holders of Senior Debt by the holder of this Subordinated Note shall, as
among Kingsway America, its creditors other than holders of Senior Debt, and the
holder of this Subordinated Note, be deemed to be a payment or distribution by
Kingsway America to or on account of Kingsway America Senior Debt.

     Section 2.07 Provisions Solely to Define Relative Rights.
                  --------------------------------------------

          The provisions of this Article are and are intended solely for the
purpose of defining the relative rights of the holder of this Subordinated Note
on the one hand and the

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holders of Senior Debt on the other hand. Nothing contained in this Subordinated
Note is intended to or shall (a) impair, as between Kingsway America and the
holder of this Subordinated Note, the obligations of Kingsway America, which are
absolute and unconditional, to pay to the holder of this Subordinated Note the
Subordinated Note Obligations as and when the same shall become due and payable
in accordance with their terms; or (b) affect the relative rights against
Kingsway America of the holder of this Subordinated Note and creditors of
Kingsway America other than their rights in relation to the holders of Senior
Debt; or (c) prevent the holder of this Subordinated Note from exercising all
remedies otherwise permitted by applicable law upon default under this
Subordinated Note including, without limitation, filing and voting claims in any
Proceeding, subject to the rights, if any, under this Article of the holders of
Senior Debt to receive cash, property and securities otherwise payable or
deliverable to such holder.

     Section 2.08 No Waiver of Subordination Provisions.
                  --------------------------------------

          No right of any present or future holder of any Senior Debt to enforce
subordination as herein provided shall at any time in any way be prejudiced or
impaired by any act or failure to act on the part of Kingsway America or by any
act or failure to act, in good faith, by any such holder, or by any
noncompliance by Kingsway America with the terms, provisions and covenants of
this Subordinated Note, regardless of any knowledge thereof that any such holder
may have or be otherwise charged with.

     Section 2.09 Reliance on Judicial Order or Certificate of Liquidating
                  --------------------------------------------------------
                  Agent.
                  ------

          Upon any payment or distribution of assets of Kingsway America
referred to in this Article, the holder of this Subordinated Note shall be
entitled to conclusively rely upon any order or decree entered by any court of
competent jurisdiction in which such insolvency, bankruptcy, receivership,
liquidation, reorganization, dissolution, winding up or similar case or
proceeding is pending, or a certificate of the trustee in bankruptcy,
liquidating trustee, custodian, receiver, assignee for the benefit of creditors,
agent or other person making such payment or distribution, delivered to the
holder of this Subordinated Note, for the purpose of ascertaining the persons
entitled to participate in such payment or distribution, the holders Senior Debt
and other Indebtedness of Kingsway America, the amount thereof or payable
thereon, the amount or amounts paid or distributed thereon and all other facts
pertinent thereto or to this Article.

ARTICLE III DEFAULT

     Section 3.01 Event of Default.
                  -----------------

          As used herein, "Event of Default" means any one of the following
events (whatever the reason for such Event of Default and whether it may be
voluntary or involuntary or be effected by operation of law or pursuant to any
judgment, decree, or order of any court or any order, rule, or regulation of any
administrative or governmental body):

          (i) default in the payment of any interest upon this Subordinated
     Note, including Additional Interest in respect thereof, or any Additional
     Amounts payable with respect thereto, when it becomes due and payable, and
     continuance of such default for a

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     period of 30 calendar days (subject to the deferral of any due date in the
     case of an Extension Period);

          (ii) default in the payment of the principal of (or premium, if any,
     on) this Subordinated Note, or any Additional Amounts payable with respect
     thereto, when it becomes due and payable;

          (iii) default in the performance, or breach, of any covenant or
     warranty of Kingsway America in this Subordinated Note (other than a
     covenant or warranty, a default in the performance or breach of which is
     elsewhere in this Section 3.01 specifically dealt with), and continuance of
     such default or breach for a period of 60 calendar days after there has
     been given, by registered or certified mail, to Kingsway America by the
     holder of this Subordinated Note, a written notice specifying such default
     or breach and requiring it to be remedied and stating that such notice is a
     "Notice of Default" hereunder;

          (iv) the entry by a court having jurisdiction in the premises of (A) a
     decree or order for relief in respect of Kingsway America in an involuntary
     case or proceeding under any applicable Federal or state bankruptcy,
     insolvency, reorganization, or other similar law or (B) a decree or order
     adjudging Kingsway America a bankrupt or insolvent, or approving as
     properly filed a petition seeking reorganization, arrangement, adjustment,
     or composition of or in respect of Kingsway America under any applicable
     Federal or state law, or appointing a custodian, receiver, liquidator,
     assignee, trustee, sequestrator, or other similar official of Kingsway
     America or of any substantial part of its property, or ordering the winding
     up or liquidation of its affairs, and the continuance of any such decree or
     order for relief or any such other decree or order unstayed and in effect
     for a period of 60 consecutive calendar days;

          (v) the commencement by Kingsway America of a voluntary case or
     proceeding under any applicable Federal or state bankruptcy, insolvency,
     reorganization, or other similar law or of any other case or proceeding to
     be adjudicated a bankrupt or insolvent, or the consent by it to the entry
     of a decree or order for relief in respect of Kingsway America in an
     involuntary case or proceeding under any applicable Federal or state
     bankruptcy, insolvency, reorganization, or other similar law or to the
     commencement of any bankruptcy or insolvency case or proceeding against it,
     or the filing by it of a petition or answer or consent seeking
     reorganization or relief with respect to Kingsway America under any
     applicable Federal or state bankruptcy, insolvency, reorganization, or
     other similar law, or the consent by it to the filing of such petition or
     to the appointment of or taking possession by a custodian, receiver,
     liquidator, assignee, trustee, sequestrator, or other similar official of
     Kingsway America or of any substantial part of its property pursuant to any
     such law, or the making by it of an assignment for the benefit of
     creditors, or the admission by it in writing of its inability to pay its
     debts generally as they become due, or the taking of corporate action by
     Kingsway America in furtherance of any such action; or

          (vi) An occurrence of an Event of Default under the Indenture or the
     Junior Subordinated Debenture.

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     Section 3.02 Acceleration.
                  -------------

          (a) If an Event of Default (other than an Event of Default arising
     under Section 3.01(a)(iv) or (v)) occurs and is continuing, then the holder
     hereof may declare the principal amount of this Subordinated Note to be due
     and payable immediately, by a notice in writing to Kingsway America. Upon
     any such declaration, all Subordinated Note Obligations shall become
     immediately due and payable. If an Event of Default arising under Section
     3.01(a)(iv) or (v) occurs, then all Subordinated Note Obligations shall
     become immediately due and payable without any declaration or other act on
     the part of the holder of this Subordinated Note.

          (b) In the event that payment of the principal amount of the Junior
     Subordinated Debenture is declared to be due and payable immediately,
     pursuant to the applicable terms of the Indenture and the Junior
     Subordinated Debenture, then upon any such declaration, all Subordinated
     Note Obligations shall become immediately due and payable without any
     declaration or other act on the part of the holder of this Subordinated
     Note; provided, however, that in the event such a declaration of
     acceleration under the Junior Subordinated Note shall have been rescinded
     in accordance with the applicable terms of the Indenture and the Junior
     Subordinated Debenture, then the acceleration pursuant to the terms of this
     Section 3.02(b) shall be deemed rescinded.

          (c) In the event that an Event of Default pursuant to the Junior
     Subordinated Debenture shall have been waived in accordance with the
     applicable provisions of the Indenture and the Junior Subordinated
     Debenture, then such Event of Default, to the extent that it constitutes an
     Event of Default under this Subordinated Note, shall also be deemed to be
     waived without any notice or other act on the part of the holder of this
     Subordinated Note. Upon any such waiver, any Event of Default hereunder to
     the extent arising from such Event of Default under the Junior Subordinated
     Debenture will be deemed to have been cured and will cease to exist, but no
     such waiver will extend to any subsequent or other default or impair any
     right consequent thereon.

     Section 3.03 Rights and Remedies Cumulative.
                  -------------------------------

          No right or remedy herein conferred upon or reserved to the holder of
this Subordinated Note is intended to be exclusive of any other right or remedy,
and every right and remedy will, to the extent permitted by law, be cumulative
and in addition to every other right and remedy given hereunder or now or
hereafter existing at law or in equity or otherwise. The assertion or employment
of any right or remedy hereunder, or otherwise, will not prevent the concurrent
assertion or employment of any other appropriate right or remedy.

          Section 3.04 Delay or Omission in Exercise of Rights not a Waiver of
                       -------------------------------------------------------
                       Event of Default.
                       -----------------

          No delay or omission of the holder of this Subordinated Note to
exercise any right or remedy accruing upon any Event of Default will impair any
such right or remedy or constitute a waiver of any such Event of Default or an
acquiescence therein. Every right and remedy given by this Subordinated Note or
by law to the holder of this Subordinated Note may be exercised

                                       10

<PAGE>

from time to time, and as often as may be deemed expedient, by the holder of
this Subordinated Note.

     Section 3.05 Costs of Collection.
                  --------------------

          If this Subordinated Note is past due and is placed in the hands of an
attorney for collection or enforcement or is collected or enforced through any
legal proceedings, then Kingsway America shall pay to the holder hereof all
reasonable attorneys' fees, costs and expenses incurred in connection therewith
in addition to all other amounts due hereunder.

ARTICLE IV OTHER PROVISIONS

     Section 4.01 Governing Law.
                  --------------

          This Subordinated Note shall be governed by, and construed in
accordance with, the laws of the State of New York, without regard to conflicts
of laws principles thereof.

     Section 4.02 Successors and Assigns.
                  -----------------------

          This Subordinated Note shall be binding upon Kingsway America and its
successors and assigns, and shall inure to the benefit of the holder hereof and
its successors and assigns.

     Section 4.03 Notices.
                  --------

          Any notice required or permitted to be given pursuant hereto, or in
connection herewith, shall be (a) in writing and shall be deemed to be given (i)
when delivered in person, (ii) on the second business day after deposit in a
regularly maintained receptacle of the United States mail, as registered or
certified mail, postage prepaid, return receipt requested, (iii) when received
if sent by overnight courier, personal delivery or telecopier transmission, and
(b) to Kingsway America addressed to 1515 Woodfield Road, Suite 820, Schaumburg,
Illinois 60173, Attention: President; and to the holder hereof addressed to it
c/o Kingsway America Inc., 1515 Woodfield Road, Suite 820, Schaumburg, Illinois
60173, Attention: President, or such other address as either such party may
designate in writing to the other from time to time.

     Section 4.04 Invalidity of Particular Provisions.
                  ------------------------------------

          In case any one or more of the provisions contained in this
Subordinated Note is for any reason held to be invalid, illegal, or
unenforceable in any respect, such invalidity, illegality, or unenforceability
will not affect any other provision of this Subordinated Note, but this
Subordinated Note will be construed as if such invalid or illegal or
unenforceable provision had never been contained herein or therein.

          Section 4.05 Effect of Headings.
                       -------------------

          The Article and Section headings herein are for convenience only and
will not affect the construction of this Subordinated Note.

                                       11

<PAGE>

     Section 4.06 Usury.
                  ------

          Notwithstanding any provisions of this Subordinated Note to the
contrary, it is the intent of Kingsway America and the holder hereof that the
holder hereof shall never be entitled to receive, collect or apply as interest
on principal of the indebtedness, any amount in excess of the maximum rate of
interest permitted to be charged by applicable law; and if under any
circumstance whatsoever, fulfillment of any provision of this Subordinated Note,
at the time performance of such provision shall be due, shall involve
transcending the limit of validity prescribed by applicable law, then, ipso
facto, the obligation to be fulfilled shall be reduced to the limit of such
validity; and in the event the holder hereof ever receives, collects or applies
as interest any such excess, such amount which would be excess interest shall be
deemed a permitted partial prepayment of principal and treated hereunder as
such; and if the principal of the indebtedness secured hereby is paid in full,
any remaining excess funds shall forthwith be paid to Kingsway America. In
determining whether or not interest of any kind payable hereunder, under any
specific contingency, exceeds the highest lawful rate, Kingsway America and the
holder hereof shall, to the maximum extent permitted under applicable law, (1)
characterize any non-principal payment as an expense, fee or premium rather than
as interest and (2) amortize, prorate, allocate and spread, to the end that the
interest on account of such indebtedness does not exceed the maximum amount
permitted by applicable law; provided that if the amount of interest received
for the actual period of existence thereof exceeds the maximum lawful rate, the
holder shall refund to Kingsway America the amount of such excess. Kingsway
America shall not be subject to any penalties provided by any laws for
contracting for, charging or receiving interest in excess of the maximum lawful
rate.

     Section 4.07 Pari Passu Ranking.
                  -------------------

          The obligations of Kingsway America under this Subordinated Note shall
rank pari passu in right of payment to the obligations of Kingsway America under
that certain Floating Rate Junior Subordinated Deferrable Interest Debenture
dated December 4, 2002 in the original principal sum of fifteen million four
hundred sixty-four thousand dollars ($15,464,000).

          IN WITNESS WHEREOF, this instrument has been duly executed and
delivered as of the date first written above.

                                                 KINGSWAY AMERICA INC.

                                                 By:
                                                    ----------------------------
                                                     Name:
Attest:                                              Title:

By:
   -----------------------

                                       12<PAGE>

                                  EXHIBIT 10.5

          THIS SEVENTH AMENDMENT TO CREDIT AGREEMENT, dated as of February 13,
2003, is among:

                        KINGSWAY FINANCIAL SERVICES INC.
                      AND KINGSWAY U.S. FINANCE PARTNERSHIP

                                  As Borrowers

                                       AND

                       The Lenders named herein as Lenders

                                       AND

                       LASALLE BANK NATIONAL ASSOCIATION,
                As Administrative Agent and Co-Syndications Agent

                                       AND

                       CANADIAN IMPERIAL BANK OF COMMERCE,
                As Co-Syndications Agent and Documentation Agent

                                    WHEREAS:

     1.   Pursuant to a Credit Agreement made as of the 23rd day of February,
1999 among the parties hereto, as subsequently amended (the "Credit Agreement"),
the Lenders and the Agents established certain credit facilities in favour of
the Borrowers;

     2.   The Agents, the Lenders and the Borrowers have agreed to amend certain
terms and conditions of the Credit Agreement, in the manner hereinafter set
forth;

          FOR VALUABLE CONSIDERATION, the parties agree as follows:

                                   ARTICLE I

                             AMENDMENT TO COVENANTS

1.01  Amendment to Capital Surplus Ratio Covenant. Sub-section 8.02(2) of the
Credit Agreement is hereby deleted in its entirety and replaced with the
following:

          "Capital Surplus Ratio. Kingsway shall maintain at all times a Capital
     Surplus Ratio on a Consolidated basis calculated quarterly on the last day
     of each fiscal quarter of Kingsway on a rolling four-quarter basis as
     follows:

                                      1

<PAGE>

     (i)    from the Closing Date to and including June 30, 2002 of not greater
            than 2.75:1.00;

     (ii)   from July 1, 2002 to and including December 31, 2002 of not greater
            than 3.50:1.00;

     (iii)  from January 1, 2003 to and including June 30, 2003 of not greater
            than 3.25:1.00; and

     (iv)   thereafter of not greater than 3.00:1.00."

                                   ARTICLE II

                     CONDITIONS PRECEDENT TO THIS AGREEMENT

2.01 Conditions Precedent. The amendments set forth in this Seventh Credit
Amending Agreement shall not become effective until the execution and delivery
of this Seventh Credit Amending Agreement by the Borrowers and the Majority of
the Lenders.

                                  ARTICLE III

                                 MISCELLANEOUS

3.01 Nature of Amendments and Defined Terms. It is acknowledged and agreed that
the terms of this Seventh Credit Amending Agreement are in addition to and,
unless specifically provided for, shall not limit, restrict, modify, amend or
release any of the understandings, agreements or covenants as set out in the
Credit Agreement. The Credit Agreement shall henceforth be read and construed in
conjunction with this Seventh Credit Amending Agreement and the Credit Agreement
together with all of the powers, provisions, conditions, covenants and
agreements contained or implied in the Credit Agreement shall be and shall
continue to be in full force and effect. References to the "Credit Agreement" or
the "Agreement" in the Credit Agreement or in any other document delivered in
connection with, or pursuant to, the Credit Agreement, shall mean the Credit
Agreement, as amended hereby. Capitalized terms utilized in this Agreement but
not defined in herein shall have the meanings ascribed to such terms in the
Credit Agreement.

3.02 Assignment. This Seventh Credit Amending Agreement shall enure to the
benefit of and be binding upon the parties hereto and their respective
successors and assigns but shall not be assignable by the Borrowers or either of
them without the prior written consent of the Agents and Lenders.

3.03 Severability. Any provision of this Seventh Credit Amending Agreement which
is prohibited or unenforceable in any jurisdiction shall not invalidate the
remaining provisions

<PAGE>

hereof and any such prohibition or unenforceability in any jurisdiction shall
not invalidate or render unenforceable such provision in any other jurisdiction.

3.04 Governing Law. This Seventh Credit Amending Agreement shall be governed by
and construed in accordance with the laws of the Province of Ontario and the
laws of Canada applicable therein and shall be treated in all respects as an
Ontario contract and the parties hereby submit and attorn to the non-exclusive
jurisdiction of the courts of the Province of Ontario.

3.05 Further Assurances. The Borrowers shall from time to time and at all times
hereafter, upon every reasonable request from the Agents or the Lenders, make,
do, execute and deliver or cause to be made, done, executed and delivered, all
such further acts, deeds and assurances and things as may be necessary in the
opinion of the Agents for more effectually implementing and carrying out the
true intent and meaning of this Seventh Credit Amending Agreement.

3.06 Counterparts. This Seventh Credit Amending Agreement may be executed in any
number of counterparts, each of which shall constitute an original and all of
which, taken together, shall constitute one and the same agreement.

<PAGE>

     IN WITNESS WHEREOF the parties hereto have executed this Seventh Amendment
to Credit Agreement.

                                        KINGSWAY FINANCIAL SERVICES INC.

                                        By: /s/ William G. Star
                                            ------------------------------------
                                            William G. Star
                                            President & Chief Executive Officer

                                        By: /s/ W. Shaun Jackson
                                            ------------------------------------
                                            W. Shaun Jackson
                                            Executive Vice President & Chief
                                            Financial Officer

                                        KINGSWAY U.S. FINANCE PARTNERSHIP
                                        by its Partners

                                        KINGSWAY FINANCIAL SERVICES INC.

                                        By: /s/ W. Shaun Jackson
                                            ------------------------------------
                                            Name:  W. Shaun Jackson
                                            Title: Secretary

                                        METRO CLAIM SERVICES INC.

                                        By: /s/ W. Shaun Jackson
                                            ------------------------------------
                                            Name:  W. Shaun Jackson
                                            Title: Treasurer

<PAGE>

                                        CANADIAN IMPERIAL BANK OF COMMERCE

                                        By: /s/ Ralph Sehgal
                                            ------------------------------------
                                            Name:  Ralph Sehgal
                                            Title: Executive Director

                                        By: /s/ Patti Perras Shugart
                                            ------------------------------------
                                            Name:  Patti Perras Shugart
                                            Title: Managing Director

                                        LASALLE BANK NATIONAL ASSOCIATION

                                        By: /s/ Brad Kronland
                                            ------------------------------------
                                            Brad Kronland
                                            Assistant Vice President

                                        LASALLE BANK NATIONAL ASSOCIATION,
                                        AS ADMINISTRATIVE AGENT

                                        By: /s/ Brad Kronland
                                            ------------------------------------
                                            Brad Kronland
                                            Assistant Vice President

                                        CANADIAN IMPERIAL BANK OF COMMERCE,
                                        AS DOCUMENTATION AGENT

                                        By: /s/ Ralph Sehgal
                                            ------------------------------------
                                            Name:  Ralph Sehgal
                                            Title: Executive Director

                                        By: /s/ Patti Perras Shugart
                                            ------------------------------------
                                            Name:  Patti Perras Shugart
                                            Title: Managing Director

                                        CANADIAN IMPERIAL BANK OF COMMERCE
                                        NEW YORK AGENCY

                                        By: /s/ Geraldine Kerr
                                            ------------------------------------
                                            Name:  Geraldine Kerr
                                            Title: Executive Director
                                                   CIBC World Markets Corp.
                                                   As Agent

<PAGE>

                                        THE BANK OF NOVA SCOTIA

                                        By: /s/ William E. Zarrett
                                            ------------------------------------
                                            Name:  William E. Zarrett
                                            Title: Managing Director

                                        WACHOVIA BANK, NATIONAL ASSOCIATION

                                        By: /s/ Kimberly Shaffer
                                            ------------------------------------
                                            Name:  Kimberly Shaffer
                                            Title: Director

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