X0306 5 2021-12-31 0 0 1 0001754226 Orange County Bancorp, Inc. /DE/ OBT 0001875271 Rouis Jonathan F 212 DOLSON AVENUE MIDDLETOWN NY 10940 1 0 0 0 Common Stock 3850 D Phantom Stock 2021-09-15 4 A 0 L 1.84 35.00 A Common Stock 1.84 478.9417 D Phantom Stock 2021-12-15 4 A 0 L 2.15 38.70 A Common Stock 2.15 478.9417 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. 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. Transaction amounts previously included in aggregate holdings on prior reports. /s/ Jennifer Staub, pursuant to power of attorney 2022-02-10