Real time insider trading transaction history:
- Insiders are prohibited from making short-swing profits by trading their shares within 6 months of the registration or acquiring the shares.
- Shares are not adjusted for stock split.
"Insiders might sell their shares for any number of reasons, but they buy them for only one: they think the price will rise"
- Peter Lynch
What is insider trading>>
- Peter Lynch
What is insider trading>>
Common stock purchase or sale:
| Transaction Date | Reported DateTime | Company | Symbol | Insider Relationship | Shares Traded | Average Price | Total Amount | Shares Owned | Filing |
| 2025-12-11 Sale | 2025-12-15 5:24 pm | Orange County Bancorp Inc. | OBT | Dineen David P SVP, Dir. Wealth Services | 1,000 | $28.81 | $28,806 | 10,612 (Indirect Direct) | View |
| 2025-10-31 Purchase | 2025-11-03 4:43 pm | Orange County Bancorp Inc. | OBT | Gilfeather Michael J President and CEO | 1,650 | $24.02 | $39,633 | 144,907 (Indirect Direct) | View |
Stock options: Exercise, Award, Grant, Conversion
| Transaction Date | Reported DateTime | Exercisable Expiration | Company | Symnbol | Insider Relationship | Shares Traded | Conversion Price | Shares Owned | Filing |
| 2026-01-28 Option Award | 2026-01-30 11:59 am | N/A N/A | Orange County Bancorp Inc. | OBT | Rowley Richard B Director | 52 | $29.7 | 560,979 (Direct) | View |
| 2026-01-14 Option Award | 2026-01-15 12:33 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Rowley Richard B Director | 52 | $29.1 | 560,928 (Direct) | View |
| 2025-06-16 Ownership | 2026-01-06 3:24 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Schiller Jon Director | 28 | $23.14 | 15,667 (Direct) | View |
| 2025-12-16 Ownership | 2026-01-06 3:24 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Schiller Jon Director | 71 | $28.95 | 15,667 (Direct) | View |
Ownership | 2026-01-06 3:24 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Schiller Jon Director | 0 | $0 | 15,667 (Direct) | View |
| 2025-09-16 Ownership | 2026-01-06 3:24 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Schiller Jon Director | 57 | $25.95 | 15,667 (Direct) | View |
| 2026-01-02 Option Award | 2026-01-06 1:26 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Lesler Michael EVP, Chief Financial Officer | 369 | $28.35 | 17,276 (Direct) | View |
| 2026-01-02 Option Award | 2026-01-05 3:31 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Schiller Jon Director | 708 | $28.35 | 16,218 (Direct) | View |
| 2026-01-02 Option Award | 2026-01-05 3:30 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Rowley Richard B Director | 799 | $28.35 | 560,876 (Direct) | View |
| 2026-01-02 Option Award | 2026-01-05 3:29 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Rouis Jonathan F Director | 159 | $28.35 | 15,727 (Direct) | View |
| 2026-01-02 Option Award | 2026-01-05 3:28 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Kennedy Marianna R Director | 200 | $28.35 | 10,441 (Direct) | View |
| 2026-01-02 Option Award | 2026-01-05 3:06 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Keane Kevin J Director | 708 | $28.35 | 43,996 (Direct) | View |
| 2026-01-02 Option Award | 2026-01-05 3:03 pm | N/A N/A | Orange County Bancorp Inc. | OBT | HOLCOMBE GREGORY F Director | 799 | $28.35 | 188,364 (Direct) | View |
| 2026-01-02 Option Award | 2026-01-05 2:57 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Tirado Olga Luz Director | 176 | $28.35 | 2,472 (Direct) | View |
| 2025-12-16 Option Award | 2025-12-18 2:11 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Lesler Michael EVP, Chief Financial Officer | 6 | $28.95 | 16,908 (Direct) | View |
| 2025-12-16 Tax Withholding | 2025-12-18 2:11 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Lesler Michael EVP, Chief Financial Officer | 240 | $28.95 | 16,908 (Direct) | View |
| 2025-12-16 Option Award | 2025-12-17 2:30 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Schiller Jon Director | 19 | $28.95 | 15,511 (Direct) | View |
| 2025-12-16 Option Award | 2025-12-17 2:30 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Tirado Olga Luz Director | 1 | $28.95 | 2,295 (Direct) | View |
| 2025-12-16 Option Award | 2025-12-17 2:29 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Gilfeather Michael J President and CEO | 136 | $28.95 | 145,043 (Direct) | View |
| 2025-12-16 Option Award | 2025-12-17 2:28 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Keane Kevin J Director | 97 | $28.95 | 43,288 (Direct) | View |
| 2025-12-16 Option Award | 2025-12-17 2:28 pm | N/A N/A | Orange County Bancorp Inc. | OBT | HOLCOMBE GREGORY F Director | 137 | $28.95 | 187,565 (Direct) | View |
| 2025-12-16 Option Award | 2025-12-17 2:27 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Kennedy Marianna R Director | 53 | $28.95 | 10,242 (Direct) | View |
| 2025-12-16 Option Award | 2025-12-17 2:26 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Morrison William D Director | 7 | $28.95 | 115,038 (Direct) | View |
| 2025-12-16 Option Award | 2025-12-17 2:26 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Rouis Jonathan F Director | 36 | $28.95 | 15,568 (Direct) | View |
| 2025-12-16 Option Award | 2025-12-17 2:25 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Rowley Richard B Director | 141 | $28.95 | 560,079 (Direct) | View |
| 2025-12-16 Option Award | 2025-12-17 2:24 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Sousa Gregory EVP and Deputy CLO | 23 | $28.95 | 20,356 (Direct) | View |
| 2025-12-10 Option Award | 2025-12-12 11:00 am | N/A N/A | Orange County Bancorp Inc. | OBT | Rowley Richard B Director | 52 | $28.87 | 559,938 (Direct) | View |
| 2025-12-05 Gift | 2025-12-09 11:39 am | N/A N/A | Orange County Bancorp Inc. | OBT | HOLCOMBE GREGORY F Director | 34,720 | $0 | 152,708 (Indirect) | View |
Ownership | 2025-11-26 11:26 am | N/A N/A | Orange County Bancorp Inc. | OBT | Aarons Orville G EVP-Chief of Crdt Risk Mngmnt | 0 | $0 | 0 (Direct) | View |
| 2025-11-10 Tax Withholding | 2025-11-12 4:38 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Rooney Stephen SVP, Chief Credit Officer | 721 | $26.48 | 8,268 (Direct) | View |
| 2025-10-22 Option Award | 2025-11-06 11:46 am | N/A N/A | Orange County Bancorp Inc. | OBT | Rowley Richard B Director | 60 | $24.73 | 559,886 (Direct) | View |
| 2025-10-01 Option Award | 2025-10-02 3:39 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Tirado Olga Luz Director | 50 | $25.1 | 2,294 (Direct) | View |
| 2025-10-01 Option Award | 2025-10-02 3:38 pm | N/A N/A | Orange County Bancorp Inc. | OBT | HOLCOMBE GREGORY F Director | 872 | $25.1 | 187,428 (Direct) | View |
| 2025-10-01 Option Award | 2025-10-02 3:37 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Keane Kevin J Director | 769 | $25.1 | 43,192 (Direct) | View |
| 2025-10-01 Option Award | 2025-10-02 3:36 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Rouis Jonathan F Director | 179 | $25.1 | 15,532 (Direct) | View |
| 2025-10-01 Option Award | 2025-10-02 3:35 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Rowley Richard B Director | 872 | $25.1 | 559,826 (Direct) | View |
| 2025-10-01 Option Award | 2025-10-02 3:32 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Schiller Jon Director | 769 | $25.1 | 15,492 (Direct) | View |
| 2025-09-16 Option Award | 2025-09-17 5:04 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Morrison William D Director | 6 | $25.95 | 115,031 (Direct) | View |
| 2025-09-16 Option Award | 2025-09-17 4:24 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Tirado Olga Luz Director | 1 | $25.95 | 2,244 (Direct) | View |
| 2025-09-16 Option Award | 2025-09-17 4:22 pm | N/A N/A | Orange County Bancorp Inc. | OBT | Gilfeather Michael J President and CEO | 109 | $25.95 | 143,257 (Direct) | View |
| 2025-09-16 Option Award | 2025-09-17 4:21 pm | N/A N/A | Orange County Bancorp Inc. | OBT | HOLCOMBE GREGORY F Director | 106 | $25.95 | 186,556 (Direct) | View |