X0508 4 2024-03-07 0000723188 COMMUNITY BANK SYSTEM, INC. CBU 0001485739 Whipple John F. C/O COMMUNITY BANK SYSTEM, INC. 5790 WIDEWATERS PARKWAY DEWITT NY 13214 1 0 Common Stock 2024-03-07 4 M 0 3631 37.77 A 8746.0302 D Common Stock 2024-03-07 4 F 0 2923 46.93 D 5823.0302 D Stock Option 37.77 2024-03-07 4 M 0 3631 0 D 2014-03-19 2024-03-19 Common Stock 3631 0 D /s/ Danielle M. Cima, pursuant to a Confirming Statement executed by John F. Whipple, Jr. 2024-03-11