FORM 4 Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP OF SECURITIES Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934, Section 17(a) of the Public Utility Holding Company Act of 1935 or Section 30(h) of the Investment Company Act of 1940

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(Print or Type Responses)

1. Name and Address of Reporting Person * STILWELL JOSEPH   2. Issuer Name and Ticker or Trading Symbol KINGSWAY FINANCIAL SERVICES INC [KFS] 5. Relationship of Reporting Person(s) to Issuer (Check all applicable) __X__ Director __X__ 10% Owner _____ Officer (give title below) _____ Other (specify below) (Last) (First) (Middle) 111 BROADWAY, 12TH FLOOR 3. Date of Earliest Transaction (Month/Day/Year) 03/20/2019 (Street) NEW YORK, NY 10006 4. If Amendment, Date Original Filed(Month/Day/Year) 6. Individual or Joint/Group Filing(Check Applicable Line) ___ Form filed by One Reporting Person _X_ Form filed by More than One Reporting Person (City) (State) (Zip) Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned

1.Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year) 2A. Deemed Execution Date, if any (Month/Day/Year) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4) Code V Amount (A) or (D) Price Common Stock               162,500 (1) D   Common Stock               903,066 I See footnote (2) Common Stock 03/20/2019   P   17,170 (3) A $ 2.2724 422,813 I See footnote (4) Common Stock 03/20/2019   P   8,756 (3) A $ 2.2724 3,322,563 I See footnote (5) Common Stock 03/20/2019   P   30,000 (3) A $ 2.2724 310,000 I See footnote (6) Common Stock 03/21/2019   P   949 (3) A $ 2.3997 423,762 I See footnote (4) Common Stock 03/21/2019   P   7,338 (3) A $ 2.3997 3,329,901 I See footnote (5) Common Stock 03/21/2019   P   10,000 (3) A $ 2.3997 320,000 I See footnote (6)

Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
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Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)

1. Title of Derivative Security (Instr. 3)

2. Conversion or Exercise Price of Derivative Security

3. Transaction Date (Month/Day/Year)

3A. Deemed Execution Date, if any (Month/Day/Year)

4. Transaction Code (Instr. 8)

5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4, and 5)

6. Date Exercisable and Expiration Date (Month/Day/Year)

7. Title and Amount of Underlying Securities (Instr. 3 and 4)

8. Price of Derivative Security (Instr. 5)

9. Number of Derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)

10. Ownership Form of Derivative Security: Direct (D) or Indirect (I) (Instr. 4)

11. Nature of Indirect Beneficial Ownership (Instr. 4)

Code

V

(A)

(D)

Date Exercisable

Expiration Date

Title

Amount or Number of Shares

Reporting Owners

Reporting Owner Name / Address	Relationships
	Director	10% Owner	Officer	Other
STILWELL JOSEPH 111 BROADWAY, 12TH FLOOR NEW YORK, NY 10006	X	X
Stilwell Value LLC 111 BROADWAY, 12TH FLOOR NEW YORK, NY 10006		X
STILWELL ASSOCIATES L P 111 BROADWAY, 12TH FLOOR NEW YORK, NY 10006		X
Stilwell Activist Fund, L.P. 111 BROADWAY, 12TH FLOOR NEW YORK, NY 10006		X
Stilwell Activist Investments, L.P. 111 BROADWAY, 12TH FLOOR NEW YORK, NY 10006		X
Stilwell Value Partners VII, L.P. 111 BROADWAY, 12TH FLOOR NEW YORK, NY 10006		X

Signatures

/s/ Pilar Torres as Attorney-in-Fact for Joseph Stilwell		03/22/2019
**Signature of Reporting Person		Date
/s/ Pilar Torres as Attorney-in-Fact for Stilwell Value LLC		03/22/2019
**Signature of Reporting Person		Date
/s/ Pilar Torres as Attorney-in-Fact for Stilwell Associates, L.P.		03/22/2019
**Signature of Reporting Person		Date
/s/ Pilar Torres as Attorney-in-Fact for Stilwell Activist Fund, L.P.		03/22/2019
**Signature of Reporting Person		Date
/s/ Pilar Torres as Attorney-in-Fact for Stilwell Activist Investments, L.P.		03/22/2019
**Signature of Reporting Person		Date
/s/ Pilar Torres as Attorney-in-Fact for Stilwell Value Partners VII, L.P.		03/22/2019
**Signature of Reporting Person		Date

Explanation of Responses:

*	If the form is filed by more than one reporting person, see Instruction 4(b)(v).
**	Intentional misstatements or omissions of facts constitute Federal Criminal Violations. See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
(1)	These are shares owned directly by Joseph Stilwell.
(2)	These are shares owned directly by Stilwell Associates, L.P. ("Associates") and indirectly by Joseph Stilwell in his capacity as the managing member and owner of Stilwell Value LLC ("Value"), which is the general partner of Associates. Joseph Stilwell disclaims beneficial ownership of all shares reported as owned indirectly except to the extent of his pecuniary interest therein.
(3)	This Form 4 reports the following acquisitions: (a) on March 20, 2019, Stilwell Activist Fund, L.P. ("SAF") acquired 17,170 shares at $2.2724 USD per share; Stilwell Activist Investments, L.P. ("SAI") acquired 8,756 shares at $2.2724 USD per share; and Stilwell Value Partners VII, L.P. ("SVP VII") acquired 30,000 shares at $2.2724 USD per share; and (b) on March 21, 2019, SAF acquired 949 shares at $2.3997 USD per share; SAI acquired 7,338 shares at $2.3997 USD per share; and SVP VII acquired 10,000 shares at $2.3997 USD per share.
(4)	These are shares owned directly by SAF and indirectly by Joseph Stilwell in his capacity as the managing member and owner of Value, which is the general partner of SAF. Joseph Stilwell disclaims beneficial ownership of all shares reported as owned indirectly except to the extent of his pecuniary interest therein.
(5)	These are shares owned directly by SAI and indirectly by Joseph Stilwell in his capacity as the managing member and owner of Value, which is the general partner of SAI. Joseph Stilwell disclaims beneficial ownership of all shares reported as owned indirectly except to the extent of his pecuniary interest therein.
(6)	These are shares owned directly by SVP VII, and indirectly by Joseph Stilwell in his capacity as the managing member and owner of Value, which is the general partner of SVP VII. Joseph Stilwell disclaims beneficial ownership of all shares reported as owned indirectly except to the extent of his pecuniary interest therein.

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