X0306 4 2022-09-15 0 0001754226 Orange County Bancorp, Inc. /DE/ OBT 0001333208 Gilfeather Michael J 212 DOLSON AVENUE MIDDLETOWN NY 10940 1 1 0 0 President and CEO Common Stock 30701 D Common Stock 7600 I By IRA Phantom Stock 2022-09-15 4 A 0 18 38.95 A Common Stock 18 3592 D Includes shares of restricted stock which vest at a rate of 1/3 per year on February 21, 2021, February 15, 2022 and February 15, 2023. Includes shares of restricted stock which vest at a rate of 1/3 per year commencing on February 15, 2022. Includes restricted stock units which vest at a rate of 1/3 per year commencing on September 21, 2022. Includes restricted stock units which vest at a rate of 1/3 per year commencing on February 15, 2023. 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 an executive and the reporting person reaches the age of 65. /s/ Jennifer Staub, pursuant to power of attorney 2022-09-19