X0508 4/A 2024-12-16 2024-12-18 0001754226 Orange County Bancorp, Inc. /DE/ OBT 0001947963 Kennedy Marianna R 212 DOLSON AVENUE MIDDLETOWN NY 10940 1 0 Common Stock 851 D Phantom Stock 2024-12-16 4 A 0 15 59.24 A Common Stock 15 3670 D Includes restricted stock units which vest 100% as of the date of grant and are settled in shares of Issuer common stock upon separation from service of the reporting person. Restricted stock units which vested 100% on August 8, 2024 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service. Includes restricted stock units which vest 100% on March 21, 2025 and are settled in shares of Issuer common stock upon separation from service of the reporting person. Each share of phantom stock is the economic equivalent of one share of common stock and becomes payable upon the reporting person's separation of service as a director. /s/ Jennifer Staub, pursuant to power of attorney 2025-01-28