KWY

KINGSWAY Corp

Insiders buying nowCIK 1072627

KINGSWAY Corp insider trading

Insiders at KINGSWAY Corp have been buying its stock on the open market. The largest purchase in the last 30 days was Horowitz Joshua (Director) buying $69.2K of KWY, filed Aug 20, 2026. Every open-market purchase and sale its officers, directors and 10% owners filed in that time is listed below, each linked to the original Form 4.

Bought on the open market
$89.5K
Sold
$1M
Insiders
2
Latest trade
Aug 19, 2026

From SEC filings · last 30 days

Recent KWY insider transactions

  1. Horowitz JoshuaDirector

    Bought 7,034 sh at $9.84 · Aug 19, 2026

    $69.2K

    Filing
  2. Horowitz JoshuaDirector

    Bought 1,300 sh at $9.75 · Aug 18, 2026

    $12.7K

    Filing
  3. Horowitz JoshuaDirector

    Bought 769 sh at $9.89 · Aug 20, 2026

    $7.6K

    Filing
  4. Stilwell Joseph10% Owner

    Sold 40,850 sh at $10.00 · Aug 13, 2026

    $408.5K

    Filing
  5. Stilwell Joseph10% Owner

    Sold 32,982 sh at $10.00 · Aug 13, 2026

    $329.8K

    Filing
  6. Stilwell Joseph10% Owner

    Sold 26,168 sh at $10.00 · Aug 13, 2026

    $261.7K

    Filing

SEC Form 4 data, Q3 2024 to Q2 2026

KWY insider trading by quarter

Between Jul 01, 2024 and Jun 30, 2026, 9 insiders traded KWY on the open market: 96 purchases worth $221.8K and 47 sales worth $22M, 2 of the sales pre-scheduled under a 10b5-1 plan. In the last four quarters alone: 49 purchases ($140.6K) and 29 sales ($6.5M), by 9 insiders.

QuarterBoughtSold
Q2 2026+$63.4K11 buys$154.4K3 sales
Q1 2026+$24.4K12 buys
Q4 2025+$24.4K12 buys$2.9M8 sales
Q3 2025+$28.4K14 buys$3.4M18 sales
Q2 2025+$12.8K9 buys$2.3M6 sales
Q1 2025+$16.9K12 buys$8M4 sales
Q4 2024+$23.1K12 buys$5.3M8 sales · 2 on a plan
Q3 2024+$28.4K14 buys
Largest purchase
+$37.7K of KWY by Horowitz Joshua (Director) on May 29, 2026.
Largest sale
$4.2M of KWY by Stilwell Joseph (Director · 10% Owner) on Mar 26, 2025.

Open-market transactions through Jun 30, 2026most recent first

  • Fitzgerald John Taylor Maloney

    President and CEO · Director

    +$2.5K

    Jun 15, 2026

    240 sh · $10.43

  • Hansen Kent A

    CFO & EVP

    +$1.6K

    Jun 15, 2026

    150 sh · $10.43

  • Horowitz Joshua

    Director

    +$37.7K

    May 29, 2026

    3,800 sh · $9.91

  • Fitzgerald John Taylor Maloney

    President and CEO · Director

    +$2.5K

    May 29, 2026

    250 sh · $10.03

  • Hansen Kent A

    CFO & EVP

    +$1.6K

    May 29, 2026

    156 sh · $10.03

  • Horowitz Joshua

    Director

    +$7K

    May 28, 2026

    700 sh · $9.95

  • Fitzgerald John Taylor Maloney

    President and CEO · Director

    $50.7K

    May 21, 2026

    5,000 sh · $10.14

  • Fitzgerald John Taylor Maloney

    President and CEO · Director

    $52.2K

    May 20, 2026

    5,000 sh · $10.43

  • Fitzgerald John Taylor Maloney

    President and CEO · Director

    $51.5K

    May 19, 2026

    5,000 sh · $10.30

  • Fitzgerald John Taylor Maloney

    President and CEO · Director

    +$2.5K

    May 15, 2026

    230 sh · $10.85

  • Hansen Kent A

    CFO & EVP

    +$1.6K

    May 15, 2026

    144 sh · $10.85

  • Fitzgerald John Taylor Maloney

    President and CEO · Director

    +$2.5K

    Apr 30, 2026

    229 sh · $10.93

  • Hansen Kent A

    CFO & EVP

    +$1.6K

    Apr 30, 2026

    143 sh · $10.93

  • Fitzgerald John Taylor Maloney

    President and CEO · Director

    +$2.5K

    Apr 15, 2026

    211 sh · $11.85

  • Fitzgerald John Taylor Maloney

    President and CEO · Director

    +$2.5K

    Mar 30, 2026

    244 sh · $10.22

From SEC's quarterly Form 3, 4 and 5 data sets: code P purchases and code S sales of common stock, by the date the trade happened. Where a fund and the people who control it each report the same block, it is counted once. Trades made in the last days of Q2 2026 but filed after it closed arrive with SEC's next quarterly release.

Don't check KWY — let it ping you

Watch every insider filing the minute it clears the SEC

The live dashboard reads every Form 4 as it lands and puts it in plain English — open-market buys, cluster buys where several insiders move at once, and the sales executives chose to make rather than scheduled. Free to open; Pro adds alerts, watchlists and each buyer's track record.

KINGSWAY Corp is outside the ~660 companies InsiderPulse scans continuously. This page is built from the filings on the live tape and stays up while its insiders are buying. Monitoring, not advice.

Other companies insiders are buying now

Questions

Are KWY insiders buying or selling?
Between Aug 13, 2026 and Aug 19, 2026, 2 KINGSWAY Corp insiders made 3 open-market purchases worth $89.5K and 3 sales worth $1M, a net sale of $910.5K.
How much KWY stock have insiders bought and sold in the last two years?
Between Jul 01, 2024 and Jun 30, 2026, 9 KINGSWAY Corp insiders made 96 open-market purchases worth $221.8K and 47 sales worth $22M. 2 of the sales were pre-scheduled under a Rule 10b5-1 plan. In the four quarters to Jun 30, 2026: 49 purchases ($140.6K) and 29 sales ($6.5M). The largest purchase was Horowitz Joshua buying $37.7K on May 29, 2026. The largest sale was Stilwell Joseph selling $4.2M on Mar 26, 2025.
What was the largest recent KWY insider trade?
Stilwell Joseph (10% Owner) sold $408.5K of KWY stock on Aug 13, 2026 at about $10.00 a share.
When did an insider last buy KWY shares?
The most recent open-market purchase on file is Horowitz Joshua (Director) buying $7.6K on Aug 20, 2026. The largest purchase in the period was $69.2K by Horowitz Joshua.
Where does KWY insider trading data come from?
From the Form 4 filings KINGSWAY Corp's officers, directors and 10% owners must send the SEC within two business days of a trade. Each row on this page links to its original filing on SEC EDGAR. Share grants and option exercises are kept apart from open-market purchases and sales, because only the latter cost the insider their own money.

Get the free Insider Brief

The week's real signals — open-market insider buys, cluster formations and what insiders did in KWY and across the market — in plain English, with grants and routine vesting stripped out. Free, and honest about what the data can and cannot say.

Sign up free