KINGSWAY Corp (KWY) CEO adds shares through Employee Share Purchase Plan
Filing Impact
Filing Sentiment
Form Type
4
Rhea-AI Filing Summary
KINGSWAY Corp President and CEO John Taylor Maloney increased his direct holdings of common stock through a small open-market purchase. He bought 239 shares on June 30, 2026 at $10.45 per share, bringing his direct ownership to 1,425,880 shares.
The shares were acquired under Kingsway America Inc.’s Employee Share Purchase Plan (ESPP), which allows employees to contribute up to 5% of adjusted salary and receive a 100% company match, with purchases executed on the open market. His direct holdings include 300,000 shares of restricted stock granted on March 31, 2021. He also has separate indirect holdings of 29,100 shares in each of three trusts.
Positive
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Negative
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Insights
CEO makes a small ESPP purchase, increasing already large holdings.
The President and CEO of KINGSWAY Corp acquired 239 common shares at $10.45 each via an Employee Share Purchase Plan (ESPP). This is an open-market purchase funded by salary contributions and a company match, not a discretionary large trade.
After the transaction, he directly owns 1,425,880 shares, including 300,000 restricted shares, plus indirect holdings of 29,100 shares in each of three trusts. The purchased amount is small relative to his total position, so this filing mainly confirms ongoing participation in the ESPP rather than signaling a major change.
Insider Trade Summary
Net Buyer: 239 shares ($2,498)
Net Buy
4 txns
Insider
Fitzgerald John Taylor Maloney
Role
President and CEO
Bought
239 shs ($2K)
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Purchase | Common Stock | 239 | $10.45 | $2K |
| holding | Common Stock | -- | -- | -- |
| holding | Common Stock | -- | -- | -- |
| holding | Common Stock | -- | -- | -- |
Holdings After Transaction:
Common Stock — 1,425,880 shares (Direct);
Common Stock — 29,100 shares (Indirect, Trust-GEF)
Footnotes (1)
- 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 Corporation The shares are acquired by the administrator of the ESPP on the open market through the services of a duly registered stockbroker. Includes 300,000 shares of restricted stock granted on March 31, 2021.
Key Figures
Shares purchased: 239 shares
Purchase price: $10.45 per share
Direct holdings after transaction: 1,425,880 shares
+4 more
7 metrics
Shares purchased
239 shares
Open-market ESPP purchase on June 30, 2026
Purchase price
$10.45 per share
Price paid for 239 common shares
Direct holdings after transaction
1,425,880 shares
Common stock directly owned following June 30, 2026 trade
Restricted stock included
300,000 shares
Restricted stock granted March 31, 2021
Indirect holdings per trust
29,100 shares
Common stock held in each of three named trusts
Maximum ESPP contribution
5% of adjusted salary
Employee contribution limit per regular payroll period under ESPP
Company ESPP match
100% of employee contribution
Match available after 12 months of employment
Key Terms
Employee Share Purchase Plan, restricted stock, open-market purchase, indirect ownership, +1 more
5 terms
restricted stock financial
"Includes 300,000 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 purchase financial
"transaction_action": "open-market purchase""
An open-market purchase is when an investor or a company buys shares on a public stock exchange at the going market price, rather than through a private deal. It matters to investors because these purchases change how many shares are available, can push the stock price up or signal confidence from large buyers, and often affect per-share metrics like earnings—think of it like someone buying lots of apples off a grocery shelf, reducing supply and potentially raising the price.
indirect ownership financial
"direct_or_indirect": "I", "nature_of_ownership": "Trust-MPF""
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.
FAQ
What insider transaction did KINGSWAY Corp (KWY) report for its CEO?
KINGSWAY Corp reported its President and CEO, John Taylor Maloney, acquired 239 common shares on June 30, 2026 at $10.45 per share. The purchase was made through the company’s Employee Share Purchase Plan, modestly increasing his already substantial direct share ownership.
Was the KINGSWAY Corp (KWY) CEO trade an open-market purchase?
Yes. The filing describes the transaction as an open-market purchase of 239 common shares at $10.45 each. The shares were bought through the Employee Share Purchase Plan, with the plan’s administrator acquiring them on the open market using employee and company contributions.
Does the KINGSWAY Corp (KWY) CEO hold any restricted stock?
Yes. The CEO’s direct holdings include 300,000 shares of restricted stock granted on March 31, 2021. These restricted shares form part of his total 1,425,880 directly held common shares reported following the June 30, 2026 open-market purchase.
What indirect KINGSWAY Corp (KWY) holdings are reported for the CEO?
The Form 4 lists three indirect positions, each showing 29,100 KINGSWAY Corp common shares held through separate trusts labeled Trust-MPF, Trust-LTF, and Trust-GEF. These are in addition to the CEO’s directly held 1,425,880 common shares.