SEC Form 4
Kingsway Corporation (KWY) insider trading
In the 12 months to Oct 26, 2026, 2 KWY insiders reported open-market sales of $1.2M across 3 filings; one director bought $167.2K.
Latest filing · Last 12 months · Source: SEC EDGAR · How we count
- Open-market sales
- $1.2M
- 3 filings · 2 insiders
- Open-market purchases
- $167.2K
- 3 filings · Joshua Horowitz, Director
Who traded KWY, and when
- Purchase
- Sale
KWY daily close from May 19, 2026 to Oct 26, 2026, between $8.61 and $10.65, last $9.85. 3 sale and 3 purchase filings by 3 insiders, marked at their filing dates. Joseph Stilwell, Director: sold $1.0M across 1 filing, first filed Aug 17, 2026, last Aug 17, 2026. Joshua Horowitz, Director: bought $167.2K across 3 filings, first filed Jun 1, 2026, last Sep 30, 2026. John Taylor Maloney Fitzgerald, President and CEO: sold $154.3K across 2 filings, first filed May 21, 2026, last May 22, 2026.
Largest mark · tap a row for others
Joseph Stilwell · Director
Sale $1,000,000
100,000 shares at $10.00 avg
Filed Aug 17, 2026 · traded Aug 13
Close on filing date $9.82
Joseph Stilwell · Director
Director
$1.0M soldJoshua Horowitz · Director
Director
$167.2K boughtJohn Taylor Maloney Fitzgerald · President and CEO
President and CEO
$154.3K soldOpen-market trades
6 filings in the last 12 months| Insider | Role | Sold | Bought | Filings | Pre-arranged (10b5-1) | Last filed |
|---|---|---|---|---|---|---|
| Joseph Stilwell | Director | $1.0M | — | 1 | — | |
| Joshua Horowitz | Director | — | $167.2K | 3 | — | |
| John Taylor Maloney Fitzgerald | President and CEO | $154.3K | — | 2 | — |
| Filed | Insider | Type | Shares | Avg price | Value | Held after | Source |
|---|---|---|---|---|---|---|---|
traded | Joshua Horowitz Director | Purchase | 3,575 | $9.26 | $33.1K | 384,678 | |
traded | Joshua Horowitz Director | Purchase | 9,103 | $9.83 | $89.5K | 381,103 | |
traded | Joseph Stilwell Director | Sale | 100,000 | $10.00 | $1.0M | 330,718 | |
traded | Joshua Horowitz Director | Purchase | 4,500 | $9.92 | $44.6K | 372,000 | |
traded | John Taylor Maloney Fitzgerald President and CEO | Sale | 5,000 | $10.14 | $50.7K | 29,100 | |
traded | John Taylor Maloney Fitzgerald President and CEO | Sale | 10,000 | $10.37 | $103.7K | Multiple accounts |
GET /stocks/filings/vX/form-4?tickers=KWY&filing_date.gte=2025-10-26&sort=filing_date.desc&limit=500{
"status": "OK",
"results": [
{
"tickers": [
"KWY"
],
"issuer_cik": "0001072627",
"owner_cik": "0001612424",
"accession_number": "0001104659-26-112426",
"form_type": "4",
"filing_date": "2026-09-30",
"period_of_report": "2026-09-28",
"issuer_name": "KINGSWAY Corp",
"issuer_trading_symbol": "KWY",
"owner_name": "Horowitz Joshua",
"is_director": true,
"is_officer": false,
"is_ten_percent_owner": false,
"is_other": false,
"security_type": "non_derivative",
"record_type": "transaction",
"security_title": "Common Stock",
"transaction_timeliness": "O",
"aff_10b5_one": false,
"transaction_date": "2026-09-30",
"transaction_code": "P",
"equity_swap_involved": false,
"transaction_shares": 858,
"transaction_price_per_share": 9.23,
"transaction_acquired_disposed": "A",
"shares_owned_following_transaction": 384678,
"transaction_value": 7919.34,
"not_subject_to_section_16": false,
"direct_or_indirect": "I",
"nature_of_ownership": "by Palm Global Small Cap Master Fund LP",
"footnotes": [
{
"id": "F2",
"description": "Palm Management (US) LLC, as the investment manager of Palm Global Small Cap Master Fund LP (\"Palm Global\"), may be deemed to be a beneficial owner of the securities disclosed as directly owned by Palm Global. Due to his positions as a portfolio manager and special limited partner of Palm Global and as an employee of Palm Management (US) LLC, Mr. Horowitz may be deemed to be a beneficial owner of the securities disclosed as directly owned by Palm Global. Palm Management (US) LLC and Mr. Horowitz expressly disclaim such beneficial ownership except to the extent of their pecuniary interest therein."
}
]
},
{
"tickers": [
"KWY"
],
"issuer_cik": "0001072627",
"owner_cik": "0001612424",
"accession_number": "0001104659-26-112426",
"form_type": "4",
"filing_date": "2026-09-30",
"period_of_report": "2026-09-28",
"issuer_name": "KINGSWAY Corp",
"issuer_trading_symbol": "KWY",
"owner_name": "Horowitz Joshua",
"is_director": true,
"is_officer": false,
"is_ten_percent_owner": false,
"is_other": false,
"security_type": "non_derivative",
"record_type": "transaction",
"security_title": "Common Stock",
"transaction_timeliness": "O",
"aff_10b5_one": false,
"transaction_date": "2026-09-28",
"transaction_code": "P",
"equity_swap_involved": false,
"transaction_shares": 2717,
"transaction_price_per_share": 9.2757,
"transaction_acquired_disposed": "A",
"shares_owned_following_transaction": 383820,
"transaction_value": 25202.0769,
"not_subject_to_section_16": false,
"direct_or_indirect": "I",
"nature_of_ownership": "by Palm Global Small Cap Master Fund LP",
"footnotes": [
{
"id": "F3",
"description": "The price reported represents a weighted average price. These shares were purchased in multiple transactions at prices ranging from $9.255 to $9.28 per share. The Reporting Person undertakes to provide to the Company, any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price."
},
{
"id": "F2",
"description": "Palm Management (US) LLC, as the investment manager of Palm Global Small Cap Master Fund LP (\"Palm Global\"), may be deemed to be a beneficial owner of the securities disclosed as directly owned by Palm Global. Due to his positions as a portfolio manager and special limited partner of Palm Global and as an employee of Palm Management (US) LLC, Mr. Horowitz may be deemed to be a beneficial owner of the securities disclosed as directly owned by Palm Global. Palm Management (US) LLC and Mr. Horowitz expressly disclaim such beneficial ownership except to the extent of their pecuniary interest therein."
}
]
}
]
}
// trimmed to 2 resultsThe response includes every Form 4 record; this page keeps open-market purchases and sales on common stock and removes duplicate joint-filer rows.
Other insider activity (not market trades) · 24 records
- Tax withholding1 record
- Gifts1 record
- Employee stock purchase plan22 records
Reported on Form 4 but not purchases or sales in the market, so not counted in the totals above.
How to read this page
- Open-market purchase or sale
- A buy or sell of the company's stock at market price. Grants, option exercises, shares withheld for tax, gifts and employee stock plan purchases are listed separately and not counted.
- Filing date
- Insiders have two business days to report a trade. Totals and the chart use the filing date, when the trade became public.
- Counted once
- When several owners (a fund and its partners, say) report the same trade, it's counted once. Corrected filings replace the originals.
Frequently asked questions
Has the Kingsway Corporation's CEO sold stock?
Yes. John Taylor Maloney Fitzgerald (CEO) sold 15,000 shares ($154.3K) in May 2026.
How current is KWY’s insider data?
These are KWY Form 4 filings from the last year, refreshed daily. The Massive Form 4 API has the full, continuously updated record.
What counts as an open-market buy or sell?
Only purchases and sales at the market price. Option exercises, grants, gifts, and shares withheld for taxes are reported on Form 4 but are left out of the buy and sell totals.
Build with AI
Track KWY insider trades with your agent
This page joins two Massive endpoints: Form 4 filings and daily prices. Ask an agent to watch for new filings:
Using the Massive API (massive.com/docs/llms.txt), check Form 4 filings for KWY every day with transaction_code=P and tell me when an insider files an open-market purchase, with their role, shares, price and the filing link.
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