KINGSWAY Corp (KWY) - Insider Trading & Ownership

Real time insider trading transaction history:

  • Insiders are prohibited from making short-swing profits by trading their shares within 6 months of the registration or acquiring the shares.
  • Shares are not adjusted for stock split.
"Insiders might sell their shares for any number of reasons, but they buy them for only one: they think the price will rise"
- Peter Lynch
What is insider trading>>
Time period
Insider Trading Transactions for KINGSWAY Corp
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Common stock purchase or sale:
Transaction
Date
Reported
DateTime
CompanySymbolInsider
Relationship
Shares
Traded
Average
Price
Total
Amount
Shares
Owned
Filing
2026-06-15
Purchase
2026-06-15
8:54 pm
KINGSWAY CorpKWYHansen Kent A
CFO & EVP
150$10.43$1,565135,553
(Direct)
View
2026-06-15
Purchase
2026-06-15
8:51 pm
KINGSWAY CorpKWYFitzgerald John Taylor Maloney
President and CEO
240$10.43$2,5031,543,174
(Indirect
Direct)
View
2026-05-29
Purchase
2026-06-01
5:48 pm
KINGSWAY CorpKWYHansen Kent A
CFO & EVP
156$10.03$1,565135,403
(Direct)
View
2026-05-29
Purchase
2026-06-01
5:42 pm
KINGSWAY CorpKWYFitzgerald John Taylor Maloney
President and CEO
250$10.03$2,5081,542,934
(Indirect
Direct)
View
2026-05-28
Purchase
2026-06-01
5:23 pm
KINGSWAY CorpKWYHorowitz Joshua
Director
4,500$9.9166$44,625418,500
(Indirect
Direct)
View
2026-05-21
Sale
2026-05-22
4:11 pm
KINGSWAY CorpKWYFitzgerald John Taylor Maloney
President and CEO
5,000$10.13$50,6751,548,941
(Indirect
Direct)
View
2026-05-19
Sale
2026-05-21
5:05 pm
KINGSWAY CorpKWYFitzgerald John Taylor Maloney
President and CEO
10,000$10.37$103,6511,524,841
(Indirect
Direct)
View
2026-05-15
Purchase
2026-05-19
4:05 pm
KINGSWAY CorpKWYFitzgerald John Taylor Maloney
President and CEO
230$10.85$2,4961,563,941
(Indirect
Direct)
View
2026-05-15
Purchase
2026-05-19
4:04 pm
KINGSWAY CorpKWYHansen Kent A
CFO & EVP
144$10.85$1,562135,247
(Direct)
View
2026-04-30
Purchase
2026-05-04
5:20 pm
KINGSWAY FINANCIAL SERVICES INCKFSHansen Kent A
CFO & EVP
143$10.93$1,563135,103
(Direct)
View
2026-04-30
Purchase
2026-05-04
5:19 pm
KINGSWAY FINANCIAL SERVICES INCKFSFitzgerald John Taylor Maloney
President and CEO
229$10.93$2,5031,563,711
(Indirect
Direct)
View
2026-04-15
Purchase
2026-04-15
6:02 pm
KINGSWAY FINANCIAL SERVICES INCKFSFitzgerald John Taylor Maloney
President and CEO
211$11.85$2,5001,563,482
(Indirect
Direct)
View
2026-03-30
Purchase
2026-03-31
4:05 pm
KINGSWAY FINANCIAL SERVICES INCKFSHansen Kent A
CFO & EVP
153$10.22$1,564120,260
(Direct)
View
2026-03-30
Purchase
2026-03-31
4:04 pm
KINGSWAY FINANCIAL SERVICES INCKFSFitzgerald John Taylor Maloney
President and CEO
244$10.22$2,4941,563,271
(Indirect
Direct)
View
2026-03-13
Purchase
2026-03-16
4:00 pm
KINGSWAY FINANCIAL SERVICES INCKFSFitzgerald John Taylor Maloney
President and CEO
234$10.71$2,5061,563,027
(Indirect
Direct)
View
2026-03-13
Purchase
2026-03-16
3:59 pm
KINGSWAY FINANCIAL SERVICES INCKFSHansen Kent A
CFO & EVP
146$10.71$1,564120,107
(Direct)
View
2026-02-27
Purchase
2026-03-02
5:42 pm
KINGSWAY FINANCIAL SERVICES INCKFSHansen Kent A
CFO & EVP
126$12.34$1,555119,961
(Direct)
View
2026-02-27
Purchase
2026-03-02
5:42 pm
KINGSWAY FINANCIAL SERVICES INCKFSFitzgerald John Taylor Maloney
President and CEO
202$12.34$2,4931,562,793
(Indirect
Direct)
View
2026-02-17
Purchase
2026-02-18
4:38 pm
KINGSWAY FINANCIAL SERVICES INCKFSHansen Kent A
CFO & EVP
128$12.19$1,560119,835
(Direct)
View
2026-02-17
Purchase
2026-02-18
4:38 pm
KINGSWAY FINANCIAL SERVICES INCKFSFitzgerald John Taylor Maloney
President and CEO
205$12.19$2,4991,562,591
(Indirect
Direct)
View
2026-02-02
Purchase
2026-02-02
6:45 pm
KINGSWAY FINANCIAL SERVICES INCKFSFitzgerald John Taylor Maloney
President and CEO
183$13.69$2,5051,562,386
(Indirect
Direct)
View
2026-02-02
Purchase
2026-02-02
6:41 pm
KINGSWAY FINANCIAL SERVICES INCKFSHansen Kent A
CFO & EVP
114$13.69$1,561119,707
(Direct)
View
2026-01-15
Purchase
2026-01-29
6:39 pm
KINGSWAY FINANCIAL SERVICES INCKFSFitzgerald John Taylor Maloney
President and CEO
185$13.54$2,5051,562,203
(Indirect
Direct)
View
2026-01-15
Purchase
2026-01-29
6:33 pm
KINGSWAY FINANCIAL SERVICES INCKFSHansen Kent A
CFO & EVP
116$13.54$1,571119,593
(Direct)
View
2025-12-31
Purchase
2026-01-05
4:16 pm
KINGSWAY FINANCIAL SERVICES INCKFSHansen Kent A
CFO & EVP
115$13.58$1,562119,477
(Direct)
View
2025-12-31
Purchase
2026-01-05
4:10 pm
KINGSWAY FINANCIAL SERVICES INCKFSFitzgerald John Taylor Maloney
President and CEO
184$13.58$2,4991,562,018
(Indirect
Direct)
View
2025-12-29
Sale
2025-12-31
4:12 pm
KINGSWAY FINANCIAL SERVICES INCKFSHansen Kent A
CFO & EVP
7,500$13.67$102,509119,362
(Direct)
View
2025-12-23
Sale
2025-12-29
4:27 pm
KINGSWAY FINANCIAL SERVICES INCKFSFitzgerald John Taylor Maloney
President and CEO
30,000$13.32$399,7141,561,834
(Indirect
Direct)
View
2025-12-22
Sale
2025-12-29
4:01 pm
KINGSWAY FINANCIAL SERVICES INCKFSStilwell Joseph
Stilwell Value LLC
Stilwell Associates L.P.
Stilwell Activist Fund L.P.
Stilwell Activist Investments L.P.
Stilwell Value Partners VII L.P.
Director
10% Owner
19,229$12.8$246,1313,585,950
(Indirect
Direct)
View
2025-12-16
Purchase
2025-12-18
4:30 pm
KINGSWAY FINANCIAL SERVICES INCKFSHansen Kent A
CFO & EVP
122$12.82$1,564136,472
(Direct)
View
2025-12-16
Purchase
2025-12-18
4:29 pm
KINGSWAY FINANCIAL SERVICES INCKFSFitzgerald John Taylor Maloney
President and CEO
195$12.82$2,5001,591,834
(Indirect
Direct)
View

Stock options: Exercise, Award, Grant, Conversion
Transaction
Date
Reported
DateTime
Exercisable
Expiration
CompanySymnbolInsider
Relationship
Shares
Traded
Conversion
Price
Shares
Owned
Filing
2026-06-15
Tax Withholding
2026-06-17
5:42 pm
N/A
N/A
KINGSWAY CorpKWYFitzgerald John Taylor Maloney
President and CEO
30,233$10.121,512,941
(Direct)
View
2026-05-27
Gift
2026-05-29
4:00 pm
N/A
N/A
KINGSWAY CorpKWYFitzgerald John Taylor Maloney
President and CEO
6,257$9.991,542,684
(Direct)
View
2026-05-18
Option Award
2026-05-20
07:00 am
2026-05-18
2036-05-18
KINGSWAY CorpKWYPatinkin Adam Jonathan
Director
400,000$02,973,000
(Direct)
View
2026-03-17
Option Award
2026-04-08
7:53 pm
N/A
N/A
KINGSWAY FINANCIAL SERVICES INCKFSHansen Kent A
CFO & EVP
14,568$11.02134,675
(Direct)
View
2025-12-30
Tax Withholding
2025-12-31
4:12 pm
N/A
N/A
KINGSWAY FINANCIAL SERVICES INCKFSHansen Kent A
CFO & EVP
9,488$12.83119,362
(Direct)
View
2025-12-17
Exercise
2025-12-19
7:50 pm
N/A
2025-12-29
KINGSWAY FINANCIAL SERVICES INCKFSStilwell Joseph
Stilwell Value LLC
Stilwell Associates L.P.
Stilwell Activist Fund L.P.
Stilwell Activist Investments L.P.
Stilwell Value Partners VII L.P.
Director
10% Owner
1,750,000$0594,068
(Indirect)
View
2025-12-17
Exercise
2025-12-19
7:50 pm
N/A
N/A
KINGSWAY FINANCIAL SERVICES INCKFSStilwell Joseph
Stilwell Value LLC
Stilwell Associates L.P.
Stilwell Activist Fund L.P.
Stilwell Activist Investments L.P.
Stilwell Value Partners VII L.P.
Director
10% Owner
1,750,000$8.25594,068
(Indirect)
View
2025-12-17
Exercise
2025-12-19
7:15 pm
N/A
2025-12-29
KINGSWAY FINANCIAL SERVICES INCKFSOAKMONT CAPITAL INC
10% Owner
500,000$02,107,830
(Direct)
View
2025-12-17
Exercise
2025-12-19
7:15 pm
N/A
N/A
KINGSWAY FINANCIAL SERVICES INCKFSOAKMONT CAPITAL INC
10% Owner
500,000$8.252,107,830
(Direct)
View
2025-12-17
Exercise
2025-12-19
7:14 pm
N/A
2025-12-29
KINGSWAY FINANCIAL SERVICES INCKFSKavanagh Terence Michael
Director
500,000$02,142,580
(Indirect)
View
2025-12-17
Exercise
2025-12-19
7:14 pm
N/A
N/A
KINGSWAY FINANCIAL SERVICES INCKFSKavanagh Terence Michael
Director
500,000$8.252,142,580
(Indirect)
View
2025-12-17
Exercise
2025-12-19
7:13 pm
N/A
2025-12-29
KINGSWAY FINANCIAL SERVICES INCKFSHannon Gregory Paul
Director
500,000$02,155,580
(Indirect)
View
2025-12-17
Exercise
2025-12-19
7:13 pm
N/A
N/A
KINGSWAY FINANCIAL SERVICES INCKFSHannon Gregory Paul
Director
500,000$8.252,155,580
(Indirect)
View
2025-12-17
Exercise
2025-12-18
4:25 pm
2025-12-17
2025-12-29
KINGSWAY FINANCIAL SERVICES INCKFSPatinkin Adam Jonathan
Director
1,315,000$01,550,000
(Indirect)
View
2025-12-17
Exercise
2025-12-18
4:25 pm
N/A
N/A
KINGSWAY FINANCIAL SERVICES INCKFSPatinkin Adam Jonathan
Director
1,315,000$8.251,550,000
(Indirect)
View
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