X0306 4 2019-12-19 0000723188 COMMUNITY BANK SYSTEM, INC. CBU 0001475265 Pecor Raymond C III C/O COMMUNITY BANK SYSTEM, INC. 5790 WIDEWATERS PARKWAY DEWITT NY 13214 1 Phantom Stock (Deferred Compensation) 2019-12-19 4 A 0 255.2467 70.52 A Common Stock 255.2467 2104.1103 D Phantom Stock (Deferred Stock Units) Common Stock 924.7131 924.7131 D Each unit of phantom stock is the economic equivalent of one share of Community Bank System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan will be settled in Community Bank System, Inc. common stock at future dates selected by the reporting person. Includes 6.5481, 9.4664, and 10.6880 units of phantom stock acquired on April 10, July 10, and October 10, 2019, respectively under the Deferred Compensation Plan's dividend reinvestment feature. The reporting person has received deferred stock units under the Community Bank System, Inc. 2014 Long-Term Incentive Plan. Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Bank System, Inc. common stock and will be settled in common stock at a predetermined date. Includes 3.7781, 3.7781, and 6.1555 units of phantom stock acquired on April 10, July 10, and October 10, 2019, respectively as dividend equivalents under the 2014 Long-Term Incentive Compensation Program. Danielle M. Cima, pursuant to a Confirming Statement executed by Raymond C. Pecor, III 2019-12-23