Orange County Bancorp, Inc. /DE/ — Insider Transactions
Form 4 filings by directors, officers, and 10%+ shareholders
SEC rules require corporate insiders — including directors, executive officers, and any shareholder owning more than 10% of a company's shares — to report changes in their ownership within two business days of a transaction. These disclosures are filed as Form 4. Open-market purchases (code P) are generally considered the most meaningful signal, as insiders are spending their own money.
| Insider | Title | Type | Shares | Price | Value | Owns After | Date |
|---|---|---|---|---|---|---|---|
| Lesler Michael | EVP, Chief Financial Officer | Tax Withholding | 240 | $28.95 | $6,948 | 12,605 | Dec 16, 2025 |
| Dineen David P | SVP, Dir. Wealth Services | Sale | 192 | $29.00 | $5,568 | 9,022 | Dec 11, 2025 |
| HOLCOMBE GREGORY F | — | Gift | 34,720 | — | — | 34,720 | Dec 5, 2025 |
| Rooney Stephen | SVP, Chief Credit Officer | Tax Withholding | 721 | $26.48 | $19,092 | 8,268 | Nov 10, 2025 |
| Gilfeather Michael J | President and CEO | Purchase | 350 | $24.02 | $8,407 | 16,200 | Oct 31, 2025 |
| Schiller Jon | — | Purchase | 6,451 | $23.25 | $149,986 | 12,446 | Jun 4, 2025 |
| Dineen David P | SVP, Dir. Wealth Services | Tax Withholding | 240 | $25.85 | $6,204 | 9,214 | May 28, 2025 |
| Ruhl Joseph A | Reg Pres, Westchester County | Sale | 1,752 | $26.67 | $46,726 | 31,485 | May 16, 2025 |
| Coulter Michael J | EVP and CLO | Sale | 2,497 | $26.17 | $65,346 | 4,984 | May 5, 2025 |
| Sousa Gregory | EVP and Deputy CLO | Sale | 50 | $25.00 | $1,250 | 12,670 | May 2, 2025 |
| Sousa Gregory | EVP and Deputy CLO | Tax Withholding | 625 | $24.15 | $15,094 | 12,720 | Mar 21, 2025 |
| Coulter Michael J | EVP and CLO | Tax Withholding | 628 | $24.15 | $15,166 | 7,481 | Mar 21, 2025 |
| Dineen David P | SVP, Dir. Wealth Services | Tax Withholding | 412 | $24.15 | $9,950 | 9,454 | Mar 21, 2025 |
| Gilfeather Michael J | President and CEO | Tax Withholding | 2,806 | $24.15 | $67,765 | 105,488 | Mar 21, 2025 |
| Jones Elizabeth A | SVP, Chief Operating Officer | Tax Withholding | 355 | $24.15 | $8,573 | 8,170 | Mar 21, 2025 |
| Lesler Michael | EVP, Chief Financial Officer | Tax Withholding | 475 | $24.15 | $11,471 | 12,845 | Mar 21, 2025 |
| Listner Michael | SVP and Chief Risk Officer | Tax Withholding | 432 | $24.15 | $10,433 | 8,300 | Mar 21, 2025 |
| Rooney Stephen | SVP, Chief Credit Officer | Tax Withholding | 479 | $24.15 | $11,568 | 8,989 | Mar 21, 2025 |
| Ruhl Joseph A | Reg Pres, Westchester County | Tax Withholding | 664 | $24.15 | $16,036 | 33,237 | Mar 21, 2025 |
| HOLCOMBE GREGORY F | — | Disposition | 1,102 | — | — | 68,953 | Mar 21, 2025 |
| Keane Kevin J | — | Disposition | 1,102 | — | — | 19,395 | Mar 21, 2025 |
| Kennedy Marianna R | — | Disposition | 1,102 | — | — | 1,595 | Mar 21, 2025 |
| Morrison William D | — | Disposition | 1,102 | — | — | 102,639 | Mar 21, 2025 |
| Rouis Jonathan F | — | Disposition | 1,102 | — | — | 9,295 | Mar 21, 2025 |
| Rowley Richard B | — | Disposition | 1,102 | — | — | 537,263 | Mar 21, 2025 |
| Dineen David P | SVP, Dir. Wealth Services | Award / Grant | 3,154 | — | — | 9,866 | Mar 20, 2025 |
| Sousa Gregory | EVP and Deputy CLO | Award / Grant | 5,676 | — | — | 13,345 | Mar 20, 2025 |
| Ruhl Joseph A | Reg Pres, Westchester County | Award / Grant | 5,934 | — | — | 33,901 | Mar 20, 2025 |
| Rooney Stephen | SVP, Chief Credit Officer | Award / Grant | 3,251 | — | — | 9,468 | Mar 20, 2025 |
| Listner Michael | SVP and Chief Risk Officer | Award / Grant | 3,268 | — | — | 8,732 | Mar 20, 2025 |
| Lesler Michael | EVP, Chief Financial Officer | Award / Grant | 5,848 | — | — | 13,320 | Mar 20, 2025 |
| Jones Elizabeth A | SVP, Chief Operating Officer | Award / Grant | 2,695 | — | — | 8,525 | Mar 20, 2025 |
| Gilfeather Michael J | President and CEO | Award / Grant | 19,206 | — | — | 108,294 | Mar 20, 2025 |
| Sousa Gregory | EVP and Deputy CLO | Tax Withholding | 410 | $23.95 | $9,820 | 7,669 | Mar 10, 2025 |
| Coulter Michael J | EVP and CLO | Tax Withholding | 498 | $23.95 | $11,927 | 8,109 | Mar 10, 2025 |
| Dineen David P | SVP, Dir. Wealth Services | Tax Withholding | 276 | $23.95 | $6,610 | 6,712 | Mar 10, 2025 |
| Gilfeather Michael J | President and CEO | Tax Withholding | 1,616 | $23.95 | $38,703 | 89,088 | Mar 10, 2025 |
| Listner Michael | SVP and Chief Risk Officer | Tax Withholding | 344 | $23.95 | $8,239 | 5,464 | Mar 10, 2025 |
| Rooney Stephen | SVP, Chief Credit Officer | Tax Withholding | 133 | $23.95 | $3,185 | 6,217 | Mar 10, 2025 |
| Ruhl Joseph A | Reg Pres, Westchester County | Tax Withholding | 459 | $23.95 | $10,993 | 27,967 | Mar 10, 2025 |
| Jones Elizabeth A | SVP, Chief Operating Officer | Tax Withholding | 253 | $23.95 | $6,059 | 5,830 | Mar 10, 2025 |
| Kennedy Marianna R | — | Award / Grant | 995 | — | — | 2,697 | Feb 20, 2025 |
| Morrison William D | — | Award / Grant | 995 | — | — | 103,741 | Feb 20, 2025 |
| Keane Kevin J | — | Award / Grant | 995 | — | — | 20,497 | Feb 20, 2025 |
| Schiller Jon | — | Award / Grant | 995 | — | — | 5,995 | Feb 20, 2025 |
| HOLCOMBE GREGORY F | — | Award / Grant | 995 | — | — | 70,055 | Feb 20, 2025 |
| Rowley Richard B | — | Award / Grant | 995 | — | — | 538,365 | Feb 20, 2025 |
| Rouis Jonathan F | — | Award / Grant | 995 | — | — | 10,397 | Feb 20, 2025 |
| Tirado Olga Luz | — | Award / Grant | 995 | — | — | 2,097 | Feb 20, 2025 |
| Jones Elizabeth A | SVP, Chief Operating Officer | Tax Withholding | 137 | $26.63 | $3,648 | 6,083 | Feb 18, 2025 |