Summary
Updated Aug 30, 2026
Joseph Stilwell is Director, 10% Owner of KINGSWAY Corp (KWY). 62 SEC Form 4 filings on record going back to 2024, most recently on 17 August 2026. Most recent open-market trade: sold $408K of KWY on 17 August 2026. Lifetime open-market purchases: $2.81M. Lifetime open-market sales: $15.87M. Historical track record: 4/5 stars across 32 tracked purchases.
Recent Transactions
20Every recent SEC Form 4 transaction Joseph Stilwell has reported, most recent first.
Track Record
InsiderAlpha computes a forward-return-based score for every insider with enough Form 4 purchase history. The metrics below reflect realized performance after each tracked open-market purchase.
| Metric | Value |
|---|---|
| InsiderAlpha rating | ★★★★☆ (4/5) |
| Total purchases tracked | 32 |
| Purchases with forward-return data | 32 |
| 30-day win rate | 69% |
| 90-day win rate | 88% |
| Avg 5-day return | +0.39% |
| Avg 30-day return | +0.80% |
| Avg 90-day return | +1.59% |
| Best 30-day return | +8.00% |
Trading Pattern
InsiderAlpha's records for Joseph Stilwell go back to 2024: 62 primary Form 4 filings, an average of 20.7 per year. The typical open-market purchase is $70K (40 buys totaling $2.81M). The largest single buy on record is $845K of PFBX in 2026. Sales side: 63 recorded sales totaling $15.87M, so the filing history runs sell-heavy by dollar value. 2 recorded transactions carry a Rule 10b5-1 flag, meaning they were pre-scheduled under a written trading plan rather than discretionary.
Other Insiders Active in the Same Stocks
Insiders who reported open-market trades in the last 12 months at the companies Joseph Stilwell files at. Multiple unrelated insiders buying the same stock within a short window, cluster buying, has historically been one of the strongest Form 4 signals.
- John Taylor Maloney Fitzgerald - $612K of KWY open-market activity in the last 12 months
- Magnetar Financial LLC - $152K of WHLR open-market activity in the last 12 months
- Andrew T. Swetman - $150K of PFBX open-market activity in the last 12 months
- Kent A. Hansen - $137K of KWY open-market activity in the last 12 months
- HRT FINANCIAL LP - $134K of WHLR open-market activity in the last 12 months
- Joshua Horowitz - $134K of KWY open-market activity in the last 12 months
More Notable Insiders
Other corporate insiders with significant SEC Form 4 track records on InsiderAlpha:
Frequently Asked Questions
Who is Joseph Stilwell?
Joseph Stilwell is a corporate insider, tracked as Director, 10% Owner of KINGSWAY Corp (KWY). InsiderAlpha holds 62 primary Form 4 filings for them, the earliest from 2024, updated as new SEC EDGAR filings are processed.
How many SEC Form 4 filings has Joseph Stilwell submitted recently?
9 primary Form 4 filings in the last 90 days, covering 3 companies.
Has Joseph Stilwell been buying or selling stock?
Recorded transactions: 40 open-market purchases ($2.81M) and 63 open-market sales ($15.87M) across all tracked filings.
How accurate is Joseph Stilwell's historical track record?
Across 32 tracked purchases, Joseph Stilwell averaged +0.8% avg 30-day return with a 69% 30-day win rate. InsiderAlpha rates the track record at 4/5 stars.
Where can I see all of Joseph Stilwell's SEC filings?
All Form 4 filings, transaction values, and 10b5-1 plan flags are listed on this page and updated in real time as new SEC EDGAR filings are processed.
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