CBU

SEC source: 0001127602-23-015498 · form4.xml · nonDerivative · entry 1

Abdo Michael N · CIK 0001933852 · EVP and General Counsel

10b5-1 filing: No plan indicated

Ownership: Indirect · By 401(K)

Disclosed balance after: 1,196.2816

F1 · ownership.nature: The number of shares reported herein were acquired pursuant to Community Bank System, Inc.'s 401(K) Plan and are based on a current plan statement.

SEC source: 0001127602-23-014197 · form4.xml · nonDerivative · entry 1

Karaivanov Dimitar · CIK 0001866135 · EVP, Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Indirect · By 401(k) Plan

Disclosed balance after: 1,333.3721

F1 · ownership.nature: The number of shares reported herein acquired pursuant to Community Bank System, Inc.'s 401(k) Plan and are based on a current plan statement.

SEC source: 0001127602-23-011467 · form4.xml · nonDerivative · entry 1

Karaivanov Dimitar · CIK 0001866135 · EVP, Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Indirect · By 401(k) Plan

Disclosed balance after: 773.8785

SEC source: 0001127602-23-010955 · form4a.xml · nonDerivative · entry 1

MacPherson Kerrie D. · CIK 0001794595 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,662

F1 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $55.33 to $55.4337, inclusive. The reporting person undertakes to provide Community Bank System, Inc., any security holder of Community Bank System, Inc. or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F2 · balance_after: This amendment is filed to correct the number of shares beneficially owned by the reporting person. The correct number of shares is 2,662.

SEC source: 0001127602-23-010950 · form4.xml · nonDerivative · entry 1

MacPherson Kerrie D. · CIK 0001794595 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,662

F1 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $55.33 to $55.4337, inclusive. The reporting person undertakes to provide Community Bank System, Inc., any security holder of Community Bank System, Inc. or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

SEC source: 0001127602-23-010585 · form4.xml · nonDerivative · entry 1

LEVY JEFFREY M · CIK 0001384972 · President, Commercial Banking

10b5-1 filing: Not disclosed

Ownership: Indirect · By 401(k) Plan

Disclosed balance after: 2,781.0882

SEC source: 0001127602-23-010506 · form4.xml · derivative · entry 1

Pecor Raymond C III · CIK 0001475265 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 5,050.5211

Underlying: Common Stock · 379.8408 shares

Expires not disclosed

F1 · derivative.exercise_price: 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.

F1 · derivative.exercise_date: 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.

F1 · derivative.expiration_date: 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.

SEC source: 0001127602-23-010505 · form4.xml · derivative · entry 1

DAVIS JEFFREY L · CIK 0001220435 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 6,521.6833

Underlying: Common Stock · 393.7373 shares

Expires not disclosed

F1 · derivative.exercise_price: 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.

F1 · derivative.exercise_date: 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.

F1 · derivative.expiration_date: 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.

SEC source: 0001127602-23-010259 · form4.xml · derivative · entry 3

Knauss Jeffery J · CIK 0001900543 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,154

Underlying: Common Stock · 661.6714 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F1 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F1 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

SEC source: 0001127602-23-010259 · form4.xml · nonDerivative · entry 1

Knauss Jeffery J · CIK 0001900543 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 925.6714

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0001127602-23-010399 · form4.xml · nonDerivative · entry 1

TRYNISKI MARK E · CIK 0001242753 · Director · President & CEO

10b5-1 filing: Not disclosed

Ownership: Indirect · By 401(k) Plan

Disclosed balance after: 27,958.6487

F1 · ownership.nature: The number of shares reported herein were acquired pursuant to Community Bank System, Inc.'s 401(K) Plan and are based on a current plan statement.

SEC source: 0001127602-23-010398 · form4.xml · derivative · entry 3

Parente John · CIK 0001486057 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,154

Underlying: Common Stock · 661.6714 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F2 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

SEC source: 0001127602-23-010398 · form4.xml · nonDerivative · entry 1

Parente John · CIK 0001486057 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 65,187.5018

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: On March 15, 2023, the reporting person's phantom stock units were settled for an equal number of shares of Community Bank System, Inc. common stock.

SEC source: 0001127602-23-010395 · form4.xml · nonDerivative · entry 1

STICKELS ERIC · CIK 0001201821 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · By Wife's Community Bank System, Inc. 401(k)

Disclosed balance after: 14,005.767

F1 · ownership.nature: The number of share reported herein were acquired pursuant to Community Bank System, Inc.'s 401(K) Plan and are based on a current plan statement.

SEC source: 0001127602-23-010394 · form4.xml · nonDerivative · entry 1

SUTARIS JOSEPH E · CIK 0001278835 · EVP & Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By 401(k) Plan

Disclosed balance after: 3,934.049

SEC source: 0001127602-23-010381 · form4.xml · nonDerivative · entry 1

STEELE SALLY A · CIK 0001264816 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · Joint with brother

Disclosed balance after: 4,585

SEC source: 0001127602-23-010523 · form4.xml · derivative · entry 3

STEELE SALLY A · CIK 0001264816 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,157.7781

Underlying: Common Stock · 661.6714 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F2 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F2 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

SEC source: 0001127602-23-010523 · form4.xml · nonDerivative · entry 1

STEELE SALLY A · CIK 0001264816 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 43,033.9441

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: On March 15, 2023, the reporting person's phantom stock units were settled for an equal number of shares of Community Bank System, Inc. common stock.

SEC source: 0001127602-23-010507 · form4.xml · derivative · entry 3

STICKELS ERIC · CIK 0001201821 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,508.2953

Underlying: Common Stock · 885.0927 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F2 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F2 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

SEC source: 0001127602-23-010507 · form4.xml · nonDerivative · entry 1

STICKELS ERIC · CIK 0001201821 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 34,154.5599

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: On March 15, 2023, the reporting person's phantom stock units were settled for an equal number of shares of Community Bank System, Inc. common stock.

SEC source: 0001127602-23-010500 · form4.xml · nonDerivative · entry 1

Parente John · CIK 0001486057 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 67,187.5018

SEC source: 0001127602-23-010141 · form4.xml · derivative · entry 1

MacPherson Kerrie D. · CIK 0001794595 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,307.8624

Underlying: Common Stock · 1,154 shares

Expires not disclosed

F1 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F1 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F1 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F2 · balance_after: Includes 57.5237 units of phantom stock acquired as dividend equivalents under the Plan.

SEC source: 0001127602-23-010140 · form4.xml · derivative · entry 1

SKERRITT SUSAN E · CIK 0001748654 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,410.3809

Underlying: Common Stock · 1,154 shares

Expires not disclosed

F1 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F1 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F2 · balance_after: Includes 33.5544 units of phantom stock acquired as dividend equivalents under the Plan.

SEC source: 0001127602-23-010133 · form4.xml · derivative · entry 13

Bolus Mark J. · CIK 0001486056 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,816.1561

Underlying: Common Stock · 1,154 shares

Expires not disclosed

F2 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F2 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F2 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F3 · balance_after: Includes 29.4974 units of phantom stock acquired as dividend equivalents under the Plan.

SEC source: 0001127602-23-010115 · form4.xml · derivative · entry 6

ACE BRIAN R · CIK 0001264817 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 7,344.7205

Underlying: Common Stock · 1,154 shares

Expires not disclosed

F4 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F4 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F4 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F5 · balance_after: Includes 165.4173 units of phantom stock acquired as dividend equivalents under the Plan.

SEC source: 0001127602-23-010335 · form4.xml · derivative · entry 3

Fesette Neil E. · CIK 0001485738 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,941.2306

Underlying: Common Stock · 1,154 shares

Expires not disclosed

F3 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F3 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F3 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F4 · balance_after: Includes 74.4395 units of phantom stock acquired as dividend equivalents under the Plan.

SEC source: 0001127602-23-010340 · form4.xml · derivative · entry 3

LEVY JEFFREY M · CIK 0001384972 · President, Commercial Banking

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,210

Underlying: Common Stock · 4,210 shares

Expires 2033-03-14

F2 · derivative.exercise_date: The option vests ratably on March 14, 2024, 2025, 2026, 2027, and 2028.

SEC source: 0001127602-23-010340 · form4.xml · nonDerivative · entry 1

LEVY JEFFREY M · CIK 0001384972 · President, Commercial Banking

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,624.5713

F1 · balance_after: Includes 60.5713 shares acquired pursuant to the Community Bank System, Inc. Dividend Reinvestment Plan.

SEC source: 0001127602-23-010289 · form4.xml · derivative · entry 3

DAVIS JEFFREY L · CIK 0001220435 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,666.5856

Underlying: Common Stock · 1,154 shares

Expires not disclosed

F5 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F5 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F5 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F6 · balance_after: Includes 93.5056 units of phantom stock acquired as dividend equivalents under the Plan.

SEC source: 0001127602-23-010279 · form4.xml · derivative · entry 2

Whipple John F. · CIK 0001485739 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,410.3812

Underlying: Common Stock · 1,154 shares

Expires not disclosed

F3 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F3 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F4 · balance_after: Includes 33.549 units of phantom stock acquired as dividend equivalents under the Plan.

SEC source: 0001127602-23-010269 · form4.xml · derivative · entry 5

Pecor Raymond C III · CIK 0001475265 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,988.5956

Underlying: Common Stock · 1,154 shares

Expires not disclosed

F8 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F8 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F8 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F9 · balance_after: Includes 76.3715 units of phantom stock acquired as dividend equivalents under the Plan.

SEC source: 0001127602-23-010259 · form4.xml · derivative · entry 2

Knauss Jeffery J · CIK 0001900543 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,815.6714

Underlying: Common Stock · 1,154 shares

Expires not disclosed

F1 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F1 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F1 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F2 · balance_after: Includes 17.6714 units of phantom stock acquired as dividend equivalents under the Plan.

SEC source: 0001127602-23-010256 · form4.xml · derivative · entry 3

Gillan-Myer Maureen A · CIK 0001670754 · EVP, Chief Human Resources Off

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,199

Underlying: Common Stock · 4,199 shares

Expires 2033-03-14

F1 · derivative.exercise_date: The option vests ratably on March 14, 2024, 2025, 2026, 2027, and 2028.

SEC source: 0001127602-23-010256 · form4.xml · nonDerivative · entry 1

Gillan-Myer Maureen A · CIK 0001670754 · EVP, Chief Human Resources Off

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,001

SEC source: 0001127602-23-010253 · form4.xml · derivative · entry 3

Abdo Michael N · CIK 0001933852 · EVP and General Counsel

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,192

Underlying: Common Stock · 3,192 shares

Expires 2033-03-14

F1 · derivative.exercise_date: The option vests ratably on March 14, 2024, 2025, 2026, 2027, and 2028.

SEC source: 0001127602-23-010253 · form4.xml · nonDerivative · entry 1

Abdo Michael N · CIK 0001933852 · EVP and General Counsel

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,370

SEC source: 0001127602-23-010251 · form4.xml · derivative · entry 3

SUTARIS JOSEPH E · CIK 0001278835 · EVP & Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 5,835

Underlying: Common Stock · 5,835 shares

Expires 2033-03-14

F1 · derivative.exercise_date: The option vests ratably on March 14, 2024, 2025, 2026, 2027, and 2028.

SEC source: 0001127602-23-010251 · form4.xml · nonDerivative · entry 1

SUTARIS JOSEPH E · CIK 0001278835 · EVP & Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 10,513.9958

SEC source: 0001127602-23-010247 · form4.xml · derivative · entry 3

Karaivanov Dimitar · CIK 0001866135 · EVP, Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 8,563

Underlying: Common Stock · 8,563 shares

Expires 2033-03-14

F1 · derivative.exercise_date: The option vests ratably on March 14, 2024, 2025, 2026, 2027, and 2028.

SEC source: 0001127602-23-010247 · form4.xml · nonDerivative · entry 1

Karaivanov Dimitar · CIK 0001866135 · EVP, Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 15,035

SEC source: 0001127602-23-010227 · form4.xml · derivative · entry 5

TRYNISKI MARK E · CIK 0001242753 · Director · President & CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,885

Underlying: Common Stock · 16,885 shares

Expires 2033-03-14

F1 · derivative.exercise_date: The option vests ratably on March 14, 2024, 2025, 2026, 2027, and 2028.

SEC source: 0001127602-23-010227 · form4.xml · nonDerivative · entry 1

TRYNISKI MARK E · CIK 0001242753 · Director · President & CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 34,342

SEC source: 0001127602-23-010398 · form4.xml · derivative · entry 2

Parente John · CIK 0001486057 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,815.6714

Underlying: Common Stock · 1,154 shares

Expires not disclosed

F2 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F2 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F3 · balance_after: Includes 17.6714 units of phantom stock acquired as dividend equivalents under the Plan.

SEC source: 0001127602-23-010395 · form4.xml · derivative · entry 3

STICKELS ERIC · CIK 0001201821 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,393.388

Underlying: Common Stock · 1,154 shares

Expires not disclosed

F2 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F2 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F2 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F3 · balance_after: Includes 70.3289 units of phantom stock acquired as dividend equivalents under the Plan.

SEC source: 0001127602-23-010381 · form4.xml · derivative · entry 4

STEELE SALLY A · CIK 0001264816 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,819.4495

Underlying: Common Stock · 1,154 shares

Expires not disclosed

F3 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F3 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F3 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "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.

F4 · balance_after: Includes 21.3317 units of phantom stock acquired as dividend equivalents under the Plan.

SEC source: 0001127602-23-010133 · form4.xml · derivative · entry 12

Bolus Mark J. · CIK 0001486056 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 468 shares

Expires 2023-03-19

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0001127602-23-010133 · form4.xml · nonDerivative · entry 2

Bolus Mark J. · CIK 0001486056 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 85,153.062

F1 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $52.84 to $52.905, inclusive. The reporting person undertakes to provide Community Bank System, Inc., any security holder of Community Bank System, Inc. or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

SEC source: 0001127602-23-010133 · form4.xml · nonDerivative · entry 1

Bolus Mark J. · CIK 0001486056 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 85,621.062

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0001127602-23-010115 · form4.xml · derivative · entry 5

ACE BRIAN R · CIK 0001264817 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 483 shares

Expires 2023-03-19

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0001127602-23-010115 · form4.xml · nonDerivative · entry 2

ACE BRIAN R · CIK 0001264817 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 63,010.6029

F1 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $52.50 to $52.66, inclusive. The reporting person undertakes to provide Community Bank System, Inc., any security holder of Community Bank System, Inc. or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.