As of September 29, 2026, Winchester Bancorp's top three insider holders are William Preston Hood (Director, 51.05K shares), John A Carroll (President Ceo, 25.00K shares), Edward J Merritt (Director, 20.91K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | William Preston Hood | Director | 51,050 | 0 | 51,050 | 54.2% | 10 Jun, 2025 |
| 2 | Edward J Merritt | Director | 0 | 20,915 | 20,915 | 22.2% | 27 May, 2026 |
| 3 | John Ingalls Iii Snow | Director | 19,735 | 0 | 19,735 | 20.9% | 07 May, 2026 |
| 4 | Stephen Harry Boodakian | Director | 0 | 2,500 | 2,500 | 2.7% | 05 May, 2026 |
| 5 | John A Carroll | President Ceo | 0 | 50 | 50 | 0.1% | 22 May, 2026 |
Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.
| Date | Insider | Position | Transaction | Shares | Price | Value | Shares Held After | Ownership |
|---|---|---|---|---|---|---|---|---|
| 26 May, 2026 | Edward J Merritt | Director | Acquired P | 915 | $12.76 | $11.68K | 20,915 | Indirect |
| 21 May, 2026 | John A Carroll | President Ceo | Acquired P | 50 | $12.75 | $638 | 50 | Indirect |
| 07 May, 2026 | John Ingalls Iii Snow | Director | Acquired P | 1,525 | $12.79 | $19.50K | 19,535 | Direct |
| 07 May, 2026 | John Ingalls Iii Snow | Director | Acquired P | 200 | $12.77 | $2.55K | 19,735 | Direct |
| 05 May, 2026 | John Ingalls Iii Snow | Director | Acquired P | 6,110 | $12.87 | $78.64K | 18,610 | Direct |
| 05 May, 2026 | John Ingalls Iii Snow | Director | Disposed G | 600 | $0.00 | $0 | 18,010 | Direct |
| 05 May, 2026 | John Ingalls Iii Snow | Director | Acquired G | 200 | $0.00 | $0 | 200 | Indirect |
| 01 May, 2026 | Stephen Harry Boodakian | Director | Acquired P | 2,500 | $12.93 | $32.32K | 2,500 | Indirect |
| 10 Jun, 2025 | William Preston Hood | Director | Acquired P | 1,050 | $9.21 | $9.67K | 51,050 | Direct |
| 14 May, 2025 | William Preston Hood | Director | Acquired P | 3,900 | $9.58 | $37.37K | 48,900 | Direct |
| 14 May, 2025 | William Preston Hood | Director | Acquired P | 300 | $9.59 | $2.88K | 49,200 | Direct |
| 14 May, 2025 | William Preston Hood | Director | Acquired P | 800 | $9.60 | $7.68K | 50,000 | Direct |
| 07 May, 2025 | William Preston Hood | Director | Acquired P | 100 | $9.60 | $960 | 25,100 | Direct |
| 07 May, 2025 | William Preston Hood | Director | Acquired P | 297 | $9.62 | $2.86K | 25,397 | Direct |
| 07 May, 2025 | William Preston Hood | Director | Acquired P | 2,596 | $9.65 | $25.05K | 27,993 | Direct |
| 07 May, 2025 | William Preston Hood | Director | Acquired P | 300 | $9.66 | $2.90K | 28,293 | Direct |
| 07 May, 2025 | William Preston Hood | Director | Acquired P | 424 | $9.67 | $4.10K | 28,717 | Direct |
| 07 May, 2025 | William Preston Hood | Director | Acquired P | 500 | $9.68 | $4.84K | 29,217 | Direct |
| 07 May, 2025 | William Preston Hood | Director | Acquired P | 288 | $9.68 | $2.79K | 29,505 | Direct |
| 07 May, 2025 | William Preston Hood | Director | Acquired P | 300 | $9.69 | $2.91K | 29,805 | Direct |