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Company Analysis

KFS Insider Trading

KINGSWAY FINANCIAL SERVICES INC | Fire, Marine & Casualty Insurance

Comprehensive Trading Performance Summary

The investment history of corporate insiders at KINGSWAY FINANCIAL SERVICES INC provides a unique lens into the internal conviction of the company's leadership. By analyzing SEC Form 4 filings, investors can track how directors and officers are allocating their own capital. High-conviction buying often signals that management believes the current market price significantly undervalues future growth prospects, while strategic selling might occur for personal liquidity or portfolio diversification. Monitoring these shifts in ownership is essential for understanding the alignment between management and shareholders in the Fire, Marine & Casualty Insurance sector.

Transactions on Chart

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Filing Date Trade Date Reporting Person Relationship Type Price Qty Total, $ Owned After Change, %
2020-09-03 18:39 2020-09-01 STILWELL JOSEPH Director, 10% owner BUY $2.86 50,000 $143,205 633,690 +8.6%
2020-09-01 23:28 2020-08-28 STILWELL JOSEPH Director, 10% owner BUY $2.91 50,000 $145,315 620,844 +8.8%
2020-09-01 20:18 2020-08-28 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $2.92 712 $2,082 990,085 +0.1%
2020-09-01 19:58 2020-08-28 Hansen Kent A Officer - Chief Financial Officer BUY $2.92 153 $447 153 +100.0%
2020-09-01 17:22 2020-08-28 Hogan Paul R. Officer - Secretary and General Counsel BUY $2.92 342 $1,000 342 +100.0%
2020-08-28 19:03 2020-08-26 STILWELL JOSEPH Director, 10% owner BUY $2.79 86,574 $241,637 612,998 +16.4%
2020-08-26 21:34 2020-08-24 STILWELL JOSEPH Director, 10% owner BUY $2.74 33,779 $92,487 583,779 +6.1%
2020-08-19 16:52 2020-08-17 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $2.80 744 $2,082 989,373 +0.1%
2020-08-03 19:10 2020-07-30 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $2.75 756 $2,082 988,629 +0.1%
2020-07-16 18:46 2020-07-15 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $2.44 854 $2,083 987,873 +0.1%
2020-07-02 22:07 2020-06-30 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $2.31 901 $2,083 987,019 +0.1%
2020-06-17 17:54 2020-06-12 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $2.26 921 $2,084 986,118 +0.1%
2020-06-03 01:03 2020-06-01 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $2.28 914 $2,082 985,197 +0.1%
2020-05-18 22:00 2020-05-15 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $1.87 1,112 $2,085 984,283 +0.1%
2020-05-04 17:03 2020-04-30 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $1.76 1,186 $2,087 983,171 +0.1%
2020-04-17 17:44 2020-04-15 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $2.02 1,032 $2,085 981,985 +0.1%
2020-04-02 19:27 2020-03-31 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $2.02 1,029 $2,079 980,953 +0.1%
2020-03-17 16:42 2020-03-13 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $2.25 925 $2,081 979,924 +0.1%
2020-03-04 02:27 2020-02-28 Hickey William August Jr Officer - CFO & EVP BUY $1.79 839 $1,502 334,016 +0.3%
2020-03-03 22:56 2020-02-28 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $1.79 1,165 $2,085 978,999 +0.1%
2020-02-20 23:56 2020-02-18 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $1.81 1,153 $2,087 977,834 +0.1%
2020-02-20 22:25 2020-02-18 Hickey William August Jr Officer - CFO & EVP BUY $1.81 830 $1,502 333,177 +0.2%
2020-02-04 00:40 2020-01-30 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $1.68 1,242 $2,087 976,681 +0.1%
2020-02-03 23:28 2020-01-30 Hickey William August Jr Officer - CFO & EVP BUY $1.68 894 $1,502 332,347 +0.3%
2020-01-17 01:08 2020-01-16 Hickey William August Jr Officer - CFO & EVP BUY $1.83 817 $1,495 331,453 +0.2%
2020-01-17 01:01 2020-01-16 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $1.83 1,136 $2,079 975,439 +0.1%
2020-01-04 00:31 2019-12-31 Hickey William August Jr Officer - CFO & EVP BUY $1.87 801 $1,501 330,636 +0.2%
2020-01-03 17:30 2019-12-31 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $1.87 1,112 $2,084 974,303 +0.1%
2019-12-18 19:18 2019-12-17 Hickey William August Jr Officer - CFO & EVP BUY $1.79 5,033 $8,999 329,835 +1.5%
2019-12-18 20:39 2019-12-17 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $1.79 6,991 $12,499 973,191 +0.7%
2019-09-16 17:33 2019-09-13 Fitzgerald John Taylor Maloney Director, Officer - CEO and President BUY $2.75 759 $2,084 966,200 +0.1%
2019-09-16 17:09 2019-09-13 Hickey William August Jr Officer - CFO and EVP BUY $2.75 546 $1,499 324,802 +0.2%
2019-09-03 20:27 2019-08-30 Fitzgerald John Taylor Maloney Director, Officer - CEO and President BUY $2.87 725 $2,084 965,441 +0.1%
2019-09-03 19:49 2019-08-30 Hickey William August Jr Officer - CFO and EVP BUY $2.87 522 $1,500 324,256 +0.2%
2019-08-16 18:14 2019-08-15 Fitzgerald John Taylor Maloney Director, Officer - CEO & President BUY $2.78 750 $2,084 964,716 +0.1%
2019-08-16 18:05 2019-08-15 Hickey William August Jr Officer - CFO & EVP BUY $2.78 540 $1,501 323,734 +0.2%
2019-08-02 17:48 2019-07-31 Fitzgerald John Taylor Maloney Director, Officer - President and CEO BUY $2.93 712 $2,083 963,966 +0.1%
2019-08-02 17:41 2019-07-31 Hickey William August Jr Officer - CFO and EVP BUY $2.93 512 $1,498 323,194 +0.2%
2019-07-15 22:39 2019-07-15 Fitzgerald John Taylor Maloney Director, Officer - President & CEO BUY $2.62 796 $2,082 963,254 +0.1%
2019-07-15 22:33 2019-07-15 Hickey William August Jr Officer - CFO and EVP BUY $2.62 574 $1,501 322,682 +0.2%
2019-07-01 17:33 2019-06-28 Fitzgerald John Taylor Maloney Director, Officer - CEO and President BUY $2.34 889 $2,084 962,458 +0.1%
2019-07-01 17:27 2019-06-28 Hickey William August Jr Officer - CFO and EVP BUY $2.34 640 $1,500 322,108 +0.2%
2019-06-15 00:07 2019-06-14 Fitzgerald John Taylor Maloney Director, Officer - CEO and President BUY $2.59 803 $2,083 961,569 +0.1%
2019-06-15 00:02 2019-06-14 Hickey William August Jr Officer - CFO and EVP BUY $2.59 578 $1,500 321,468 +0.2%
2019-05-31 00:53 2019-05-30 Fitzgerald John Taylor Maloney Director, Officer - CEO and President BUY $2.41 863 $2,082 960,766 +0.1%
2019-05-31 00:48 2019-05-30 Hickey William August Jr Officer - CFO and EVP BUY $2.41 622 $1,501 320,890 +0.2%
2019-05-15 23:11 2019-05-15 Fitzgerald John Taylor Maloney Director, Officer - CEO and President BUY $2.69 776 $2,086 959,903 +0.1%
2019-05-15 23:00 2019-05-15 Hickey William August Jr Officer - CFO, EVP and SEC BUY $2.69 558 $1,500 320,268 +0.2%
2019-05-07 01:10 2014-12-08 OAKMONT CAPITAL INC 10% owner BUY $5.16 85,000 $438,498 1,922,500 +4.6%
2019-04-30 23:28 2019-04-30 Fitzgerald John Taylor Maloney Director, Officer - CEO and President BUY $2.23 932 $2,080 959,127 +0.1%
SHOW ENTRIES

How to Interpret $KFS Trades

Not every insider transaction in KINGSWAY FINANCIAL SERVICES INC is a signal for immediate action. Professional investors look for "cluster buying"—when multiple executives simultaneously purchase $KFS shares on the open market. It is crucial to distinguish between scheduled sales (under Rule 10b5-1) and voluntary increases in ownership, which demonstrate management’s true conviction that the stock is undervalued.

Data Source & Accuracy for KFS

Insider activity data for KINGSWAY FINANCIAL SERVICES INC is streamed in real-time directly from the SEC EDGAR system. We analyze raw Form 4 filings, filtering out technical adjustments and complex derivative transactions. This provides a transparent view of how ownership structure is evolving in $KFS, allowing you to follow the capital of those with the most intimate knowledge of the company.

UNDERSTANDING THE DATA

FILING DATE: The date and time when the transaction was reported to the SEC. This is when the public first receives the information.

TRADE DATE: The actual day the insider executed the purchase or sale in the market.

INDUSTRY: The specific market sector the company operates in. Useful for identifying broader institutional capital flows across sectors.

OWNED AFTER: The total number of shares held by the insider following the transaction. This highlights the insider's remaining conviction in the company.

CHANGE %: The percentage increase or decrease of the insider's total position. Large percentage changes often carry more weight than the dollar amount alone.

TRADE TYPES DEFINITIONS

BUY: An open market purchase. Typically indicates an insider's belief that the stock is undervalued or poised for growth.

SELL: An open market sale. While often used for diversification or liquidity, large or unexpected sales can be a warning signal.

OPT+S (OPTION EXERCISE & SALE): This occurs when an insider exercises their stock options and sells them immediately. Often part of a structured compensation plan.