Kingsway CEO buys 229 shares via ESPP
Kingsway Financial Services Inc. President and CEO John Taylor Maloney increased his direct stake through the company’s employee share purchase plan.
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Form Type
4
Rhea-AI Filing Summary
Kingsway Financial Services Inc. President and CEO John Taylor Maloney increased his direct stake through the company’s employee share purchase plan. On April 30, 2026, he purchased 229 shares of common stock at $10.93 per share, bringing his directly held common shares to 1,461,411, which includes 400,000 restricted shares granted on March 31, 2021. The filing also reports indirect holdings of 34,100 shares of common stock in each of three trusts identified as Trust-MPF, Trust-LTF, and Trust-GEF.
Insider Trade Summary
Net Buyer: 229 shares
Net Buy
4 txns
Insider
Fitzgerald John Taylor Maloney
Role
President and CEO
Bought
229 shs ($3K)
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Purchase | Common Stock | 229 | $10.93 | $3K |
| holding | Common Stock | -- | -- | -- |
| holding | Common Stock | -- | -- | -- |
| holding | Common Stock | -- | -- | -- |
Holdings After Transaction:
Common Stock — 1,461,411 shares (Direct);
Common Stock — 34,100 shares (Indirect, Trust-GEF);
Common Stock — 34,100 shares (Indirect, Trust-LTF);
Common Stock — 34,100 shares (Indirect, Trust-MPF)
Footnotes (2)
- F1. The shares of Common Stock were acquired pursuant to the Kingsway America Inc. Employee Share Purchase Plan, as amended and restated effective May 29, 2014 (the "ESPP"). Pursuant to the ESPP, eligible employees may contribute an amount up to 5% of adjusted salary for each regular payroll period and, to the extent such employee has been employed by Kingsway America Inc. and its subsidiaries for 12 months, the company will make a matching contribution equal to 100% of such employee's contribution. The employee contributions and company contributions are used to purchase, as soon as administratively practicable after the date of such contributions, shares of Kingsway Financial Services Inc. The shares are acquired by the administrator of the ESPP on the open market through the services of a duly registered stockbroker.
- F2. Includes 400,000 shares of restricted stock granted on March 31, 2021.
Key Figures
Shares purchased: 229 shares
Purchase price: $10.93 per share
Direct holdings after transaction: 1,461,411 shares
+5 more
8 metrics
Shares purchased
229 shares
Common Stock bought on April 30, 2026
Purchase price
$10.93 per share
Open-market acquisition via ESPP
Direct holdings after transaction
1,461,411 shares
Common Stock directly owned after April 30, 2026 purchase
Restricted stock included
400,000 shares
Restricted stock granted March 31, 2021, included in direct holdings
Trust-MPF holdings
34,100 shares
Indirect common stock ownership via Trust-MPF as of April 30, 2026
Trust-LTF holdings
34,100 shares
Indirect common stock ownership via Trust-LTF as of April 30, 2026
Trust-GEF holdings
34,100 shares
Indirect common stock ownership via Trust-GEF as of April 30, 2026
Employee contribution limit
5% of adjusted salary
Maximum contribution to ESPP per regular payroll period
Key Terms
Employee Share Purchase Plan, restricted stock, open market, matching contribution, +1 more
5 terms
restricted stock financial
"Includes 400,000 shares of restricted stock granted on March 31, 2021."
Shares granted to an individual that carry limits on transfer or sale until certain conditions are met, such as staying with the company for a set time or hitting performance targets. Think of them as a locked gift that gradually opens; for investors they matter because they affect how many shares may enter the market later, signal management incentives and potential dilution, and reveal confidence in future company performance.
open market financial
"The shares are acquired by the administrator of the ESPP on the open market through the services of a duly registered stockbroker."
An open market is a system where buying and selling of goods, services, or financial assets happen freely without restrictions or special controls. For investors, it means they can trade assets easily and quickly, which helps determine fair prices based on supply and demand. This environment encourages transparency and competition, making it easier to buy or sell with confidence.
matching contribution financial
"the company will make a matching contribution equal to 100% of such employee's contribution."
An employer’s matching contribution is when a company adds money to an employee’s retirement or savings account based on the employee’s own contributions, like a store offering to top up a customer’s purchase to reach a discount threshold. It matters to investors because matching increases a firm’s compensation costs and can improve staff retention and morale, which affect productivity, cash flow and long-term liabilities that influence a company’s financial outlook.
indirect financial
"total_shares_following_transaction": "34100.0000", "direct_or_indirect": "I", "nature_of_ownership": "Trust-MPF""
FAQ
AI-generated questions and answers. How Rhea-AI works. Not financial advice.
What did KFS CEO John Taylor Maloney do in this Form 4 filing?
KFS CEO John Taylor Maloney bought 229 shares of Kingsway common stock at $10.93 per share through the employee share purchase plan, modestly increasing his direct ownership while also reporting existing indirect holdings in several trusts.
AI-generated analysis. How Rhea-AI works. Not financial advice.
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