Dimitar Karaivanov - 14 Mar 2023 Form 4 Insider Report for COMMUNITY BANK SYSTEM, INC. (CBU)

Role: EVP, Chief Operating Officer
Signature: /s/ Danielle M. Cima, pursuant to a Confirming Statement executed by Dimitar Karaivanov
Issuer symbol: CBU
Transactions as of: 14 Mar 2023
Net transactions value: $0
Form type: 4
Filing time: 15 Mar 2023, 11:18:16 UTC
Previous filing: 09 Mar 2023
Next filing: 28 Mar 2023
SEC: View on sec.gov

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	CBU	Common Stock	Award	$0	+2,348	+19%	$0.000000	15,035	14 Mar 2023	Direct
holding	CBU	Common Stock						334	14 Mar 2023	By 401(k) Plan

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Underlying Class	Amount	Exercise Price	Ownership	Footnotes
transaction	CBU	Stock Option	Award	$0	+8,563		$0.000000	8,563	14 Mar 2023	Common Stock	8,563	$54.06	Direct	F1

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	The option vests ratably on March 14, 2024, 2025, 2026, 2027, and 2028.