X0508 4 2025-03-10 0001754226 Orange County Bancorp, Inc. /DE/ OBT 0001333208 Gilfeather Michael J 212 DOLSON AVENUE MIDDLETOWN NY 10940 1 1 President and CEO 0 Common Stock 2025-03-10 4 F 0 1616 23.95 D 89088 D Common Stock 15850 I By IRA Phantom Stock Common Stock 21572 21572 D Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 11, 2024. Includes restricted stock units which vest on December 31, 2026. Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025. 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. Reflects two-for-one forward stock split of the Issuer's common stock which occurred on January 10, 2025. /s/ Jennifer Staub, pursuant to power of attorney 2025-03-12