17 insiders reported 102 Form 4 transactions for Orange County Bancorp, Inc. /DE/ (OBT) over the past 18 months (most recent 2026-08-05). Recent activity: Rooney Stephen (SVP, Chief Credit Officer) Sell 1,500 shares, Sousa Gregory (EVP and Deputy CLO) Sell 1,165 shares, Sousa Gregory (EVP and Deputy CLO) Sell 1,882 shares, Listner Michael (SVP and Chief Risk Officer) Sell 832 shares, Rooney Stephen (SVP, Chief Credit Officer) Sell 841 shares. Source: SEC Form 4.
| Date | Insider | Title | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-08-05 | Rooney Stephen | SVP, Chief Credit Officer | Sell | 1,500 | $58,065 |
| 2026-08-03 | Sousa Gregory | EVP and Deputy CLO | Sell | 1,165 | $45,144 |
| 2026-08-03 | Sousa Gregory | EVP and Deputy CLO | Sell | 1,882 | $72,928 |
| 2026-03-23 | Listner Michael | SVP and Chief Risk Officer | Sell | 832 | $25,917 |
| 2026-03-23 | Rooney Stephen | SVP, Chief Credit Officer | Sell | 841 | $26,197 |
| 2026-03-23 | Lesler Michael | EVP, Chief Financial Officer | Buy | 5,059 | $0 |
| 2026-03-23 | Lesler Michael | EVP, Chief Financial Officer | Sell | 1,177 | $36,664 |
| 2026-03-23 | Ruhl Joseph A | Reg Pres, Westchester County | Buy | 5,133 | $0 |
| 2026-03-23 | Ruhl Joseph A | Reg Pres, Westchester County | Sell | 1,377 | $42,894 |
| 2026-03-23 | Dineen David P | SVP, Dir. Wealth Services | Buy | 4,333 | $0 |
| 2026-03-23 | Dineen David P | SVP, Dir. Wealth Services | Sell | 790 | $24,608 |
| 2026-03-23 | Listner Michael | SVP and Chief Risk Officer | Buy | 2,827 | $0 |
| 2026-03-23 | Rooney Stephen | SVP, Chief Credit Officer | Buy | 2,812 | $0 |
| 2026-03-23 | Jones Elizabeth A | SVP, Chief Operating Officer | Buy | 3,792 | $0 |
| 2026-03-23 | Jones Elizabeth A | SVP, Chief Operating Officer | Sell | 656 | $20,434 |
| 2026-03-23 | Sousa Gregory | EVP and Deputy CLO | Buy | 5,056 | $0 |
| 2026-03-23 | Sousa Gregory | EVP and Deputy CLO | Sell | 1,307 | $40,713 |
| 2026-03-23 | Gilfeather Michael J | President and CEO | Buy | 16,853 | $0 |
| 2026-03-23 | Gilfeather Michael J | President and CEO | Buy | 9,438 | $0 |
| 2026-03-23 | Gilfeather Michael J | President and CEO | Sell | 6,189 | $192,787 |
| 2026-03-23 | Gilfeather Michael J | President and CEO | Buy | 200 | $6,250 |
| 2026-03-17 | HOLCOMBE GREGORY F | Director | Buy | 866 | $0 |
| 2026-03-17 | HOLCOMBE GREGORY F | Director | Sell | 995 | $0 |
| 2026-03-12 | Lesler Michael | EVP, Chief Financial Officer | Sell | 271 | $8,528 |
| 2026-03-12 | Rooney Stephen | SVP, Chief Credit Officer | Sell | 133 | $4,186 |
Source: SEC Form 4 filings · as of 2026-08-05