17 insiders reported 119 Form 4 transactions for Orange County Bancorp, Inc. /DE/ (OBT) over the past 18 months (most recent 2026-03-23). Recent activity: Rooney Stephen (SVP, Chief Credit Officer) Buy 2,812 shares, Gilfeather Michael J (President and CEO) Buy 200 shares, Lesler Michael (EVP, Chief Financial Officer) Buy 5,059 shares, Lesler Michael (EVP, Chief Financial Officer) Sell 1,177 shares, Ruhl Joseph A (Reg Pres, Westchester County) Buy 5,133 shares. Source: SEC Form 4.
| Date | Insider | Title | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-03-23 | Rooney Stephen | SVP, Chief Credit Officer | Buy | 2,812 | $0 |
| 2026-03-23 | Gilfeather Michael J | President and CEO | Buy | 200 | $6,250 |
| 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 | Rooney Stephen | SVP, Chief Credit Officer | Sell | 841 | $26,197 |
| 2026-03-23 | Listner Michael | SVP and Chief Risk Officer | Buy | 2,827 | $0 |
| 2026-03-23 | Listner Michael | SVP and Chief Risk Officer | Sell | 832 | $25,917 |
| 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 | Dineen David P | SVP, Dir. Wealth Services | Sell | 790 | $24,608 |
| 2026-03-17 | HOLCOMBE GREGORY F | Director | Buy | 866 | $0 |
| 2026-03-17 | HOLCOMBE GREGORY F | Director | Sell | 995 | $0 |
| 2026-03-12 | Jones Elizabeth A | SVP, Chief Operating Officer | Sell | 220 | $6,923 |
| 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 |
| 2026-03-12 | Ruhl Joseph A | Reg Pres, Westchester County | Sell | 459 | $14,445 |
| 2026-03-12 | Listner Michael | SVP and Chief Risk Officer | Sell | 326 | $10,259 |
Source: SEC Form 4 filings · as of 2026-03-23