CBU

SEC source: 0001127602-24-026696 · form4.xml · nonDerivative · entry 3

Bolus Mark J. · CIK 0001486056 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 100,827.55

F1 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $69.15 to $70.03, inclusive. The reporting person undertakes to provide Community Financial System, Inc., any security holder of Community Financial 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: 0001127602-24-026696 · form4.xml · nonDerivative · entry 2

Bolus Mark J. · CIK 0001486056 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 103,019.55

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: 0001127602-24-026696 · form4.xml · nonDerivative · entry 1

Bolus Mark J. · CIK 0001486056 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 101,050.55

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: 0001127602-24-026678 · form4.xml · derivative · entry 7

Durkee Deresa Fischer · CIK 0001608689 · SVP, Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 427

Underlying: Common Stock · 1,705 shares

Expires 2030-03-17

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 option vests ratably on March 17, 2021, 2022, 2023, 2024, and 2025.

SEC source: 0001127602-24-026678 · form4.xml · derivative · entry 6

Durkee Deresa Fischer · CIK 0001608689 · SVP, Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 427 shares

Expires 2026-03-16

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_date: The option vested ratably on March 16, 2017, 2018, 2019, 2020, and 2021.

SEC source: 0001127602-24-026678 · form4.xml · nonDerivative · entry 3

Durkee Deresa Fischer · CIK 0001608689 · SVP, Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,850.604

SEC source: 0001127602-24-026678 · form4.xml · nonDerivative · entry 2

Durkee Deresa Fischer · CIK 0001608689 · SVP, Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,691.604

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: 0001127602-24-026678 · form4.xml · nonDerivative · entry 1

Durkee Deresa Fischer · CIK 0001608689 · SVP, Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,986.604

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: 0001127602-24-026569 · form4.xml · nonDerivative · entry 1

MacPherson Kerrie D. · CIK 0001794595 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,302

SEC source: 0001127602-24-026707 · form4a.xml · nonDerivative · entry 1

MacPherson Kerrie D. · CIK 0001794595 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,982

F1 · balance_after: This amendment is filed to correct the number of shares beneficially owned by the reporting person. The correct number of shares is 2,982.

SEC source: 0001127602-24-025015 · form4.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,821

SEC source: 0001127602-24-024355 · form4.xml · derivative · entry 1

Sullivan Michele · CIK 0002009605 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,027.3874

Underlying: Common Stock · 343.879 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: 0001127602-24-024354 · form4.xml · derivative · entry 1

Pecor Raymond C III · CIK 0001475265 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,881.7217

Underlying: Common Stock · 395.4608 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: 0001127602-24-019115 · form4.xml · derivative · entry 1

Pecor Raymond C III · CIK 0001475265 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,486.2609

Underlying: Common Stock · 479.7865 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: 0001127602-24-019114 · form4.xml · derivative · entry 1

Sullivan Michele · CIK 0002009605 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 683.5084

Underlying: Common Stock · 411.6511 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: 0001127602-24-018610 · form4.xml · nonDerivative · entry 1

Karaivanov Dimitar · CIK 0001866135 · Director · President & CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 19,653

SEC source: 0001127602-24-017884 · form4.xml · nonDerivative · entry 1

Karaivanov Dimitar · CIK 0001866135 · Director · President & CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18,653

SEC source: 0001127602-24-013825 · form4.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Indirect · By 401(k) Plan

Disclosed balance after: 10,313.8542

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: 0001127602-24-012953 · form4.xml · derivative · entry 3

STEELE SALLY A · CIK 0001264816 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,148.4179

Underlying: Common Stock · 1,464 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.

F3 · balance_after: Includes 14.9846 units of phantom stock acquired on April 10, 2024 under the dividend reinvestment feature.

SEC source: 0001127602-24-012953 · form4.xml · nonDerivative · entry 1

STEELE SALLY A · CIK 0001264816 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 35,092

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 April 12, 2024, the reporting person's phantom stock units were settled for 1,464 shares of Community Bank System, Inc. common stock, and .1642 shares were settled in cash at the price of $42.92 per share.

SEC source: 0001127602-24-010879 · form4.xml · derivative · entry 4

Pecor Raymond C III · CIK 0001475265 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,006.4744

Underlying: Common Stock · 445.846 shares

Expires not disclosed

F6 · 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.

F6 · 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.

F6 · 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.

F7 · balance_after: Includes 44.7814, 50.4408, 58.7445, and 54.7196 units of phantom stock acquired on April 10, 2023, July 10, 2023, October 10, 2023, and January 10, 2024, respectively, under the Deferred Compensation Plan's dividend reinvestment feature.

SEC source: 0001127602-24-010977 · form4.xml · derivative · entry 1

Sullivan Michele · CIK 0002009605 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 271.8573

Underlying: Common Stock · 271.8573 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: 0001127602-24-010843 · form4.xml · derivative · entry 1

Fesette Neil E. · CIK 0001485738 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,464.703

Underlying: Common Stock · 1,395 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.

SEC source: 0001127602-24-010841 · form4.xml · derivative · entry 1

MacPherson Kerrie D. · CIK 0001794595 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,831.3349

Underlying: Common Stock · 1,395 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 29.338, 33.0416, 35.5928, and 30.5001 units of phantom stock acquired on April 10, 2023, July 10, 2023, October 10, 2023, and January 10, 2024, respectively, as dividend equivalents under the Plan.

SEC source: 0001127602-24-010842 · form4.xml · derivative · entry 1

Whipple John F. · CIK 0001485739 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,898.9969

Underlying: Common Stock · 1,395 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 21.3781, 24.0768, 25.9359, and 22.2249 units of phantom stock acquired on April 10, 2023, July 10, 2023, October 10, 2023, and January 10, 2024, respectively, as dividend equivalents under the Plan.

SEC source: 0001127602-24-010840 · form4.xml · derivative · entry 7

Bolus Mark J. · CIK 0001486056 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,281.6741

Underlying: Common Stock · 1,395 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 70.518 units of phantom stock acquired as dividend equivalents under the Plan.

SEC source: 0001127602-24-010836 · form4.xml · derivative · entry 3

ACE BRIAN R · CIK 0001264817 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,025.0947

Underlying: Common Stock · 1,395 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 65.1683, 73.3945, 79.0619, and 67.7495 units of phantom stock acquired on April 10, 2023, July 10, 2023, October 10, 2023, and January 10, 2024, respectively, as dividend equivalents under the Plan.

SEC source: 0001127602-24-010751 · form4.xml · derivative · entry 2

Parente John · CIK 0001486057 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,395

Underlying: Common Stock · 1,395 shares

Expires not disclosed

F2 · derivative.exercise_date: The reporting person has received deferred stock units under 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 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: 0001127602-24-010750 · form4.xml · derivative · entry 1

SKERRITT SUSAN E · CIK 0001748654 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,898.9965

Underlying: Common Stock · 1,395 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 93.6156 units of phantom stock acquired as dividend equivalents under the Plan.

SEC source: 0001127602-24-010742 · form4.xml · derivative · entry 1

Sullivan Michele · CIK 0002009605 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,395

Underlying: Common Stock · 1,395 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.

SEC source: 0001127602-24-010741 · form4.xml · derivative · entry 2

Knauss Jeffery J · CIK 0001900543 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,395

Underlying: Common Stock · 1,395 shares

Expires not disclosed

F2 · derivative.exercise_date: The reporting person has received deferred stock units under 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 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: 0001127602-24-010739 · form4.xml · derivative · entry 3

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,987

Underlying: Common Stock · 4,987 shares

Expires 2034-03-19

F2 · derivative.exercise_date: The option vests ratably on March 19, 2025, 2026, 2027, 2028, and 2029.

SEC source: 0001127602-24-010739 · form4.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,998

SEC source: 0001127602-24-010738 · form4.xml · derivative · entry 3

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,929

Underlying: Common Stock · 6,929 shares

Expires 2034-03-19

F2 · derivative.exercise_date: The option vests ratably on March 19, 2025, 2026, 2027, 2028, and 2029.

SEC source: 0001127602-24-010738 · form4.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,446.9958

SEC source: 0001127602-24-010725 · form4.xml · derivative · entry 3

Abdo Michael N · CIK 0001933852 · EVP and General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,750

Underlying: Common Stock · 4,750 shares

Expires 2034-03-19

F2 · derivative.exercise_date: The option vests ratably on March 19, 2025, 2026, 2027, 2028, and 2029.

SEC source: 0001127602-24-010725 · form4.xml · nonDerivative · entry 1

Abdo Michael N · CIK 0001933852 · EVP and General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,158

SEC source: 0001127602-24-010734 · form4.xml · derivative · entry 3

Karaivanov Dimitar · CIK 0001866135 · Director · President & CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 19,114

Underlying: Common Stock · 19,114 shares

Expires 2034-03-19

F2 · derivative.exercise_date: The option vests ratably on March 19, 2025, 2026, 2027, 2028, and 2029.

SEC source: 0001127602-24-010734 · form4.xml · nonDerivative · entry 1

Karaivanov Dimitar · CIK 0001866135 · Director · President & CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 20,604

SEC source: 0001127602-24-010918 · form4.xml · derivative · entry 3

LEVY JEFFREY M · CIK 0001384972 · SVP & Chief Banking Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,916

Underlying: Common Stock · 5,916 shares

Expires 2034-03-19

F3 · derivative.exercise_date: The option vests ratably on March 19, 2025, 2026, 2027, 2028, and 2029.

SEC source: 0001127602-24-010918 · form4.xml · nonDerivative · entry 1

LEVY JEFFREY M · CIK 0001384972 · SVP & Chief Banking Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,674.6389

F1 · balance_after: Includes 100.4996 shares acquired pursuant to the Community Bank System, Inc. Dividend Reinvestment Plan.

SEC source: 0001127602-24-010913 · form4.xml · derivative · entry 4

TRYNISKI MARK E · CIK 0001242753 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,395

Underlying: Common Stock · 1,395 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.

SEC source: 0001127602-24-010879 · form4.xml · derivative · entry 5

Pecor Raymond C III · CIK 0001475265 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,539.4766

Underlying: Common Stock · 1,395 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 35.597, 40.0907, 43.1863, and 37.007 units of phantom stock acquired on April 10, 2023, July 10, 2023, October 10, 2023, and January 10, 2024, respectively, as dividend equivalents under the Plan.

SEC source: 0001127602-24-010871 · form4.xml · derivative · entry 3

STICKELS ERIC · CIK 0001201821 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,262.5819

Underlying: Common Stock · 1,395 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.

SEC source: 0001127602-24-010878 · form4.xml · derivative · entry 3

STEELE SALLY A · CIK 0001264816 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,597.5975

Underlying: Common Stock · 1,395 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 10.235, 11.527, 12.417, and 10.6404 units of phantom stock acquired on April 10, 2023, July 10, 2023, October 10, 2023, and January 10, 2024, respectively, as dividend equivalents under the Plan.

SEC source: 0001127602-24-010574 · form4.xml · derivative · entry 2

Parente John · CIK 0001486057 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 1,198.8194 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_date: The reporting person has received deferred stock units under 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 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: 0001127602-24-010574 · form4.xml · nonDerivative · entry 1

Parente John · CIK 0001486057 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 68,386.3212

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: 0001127602-24-010573 · form4.xml · derivative · entry 3

STICKELS ERIC · CIK 0001201821 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,867.5819

Underlying: Common Stock · 431.7767 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.

F3 · balance_after: Includes 94.1994 units of phantom stock acquired as dividend equivalents under the Plan.

SEC source: 0001127602-24-010573 · form4.xml · nonDerivative · entry 1

STICKELS ERIC · CIK 0001201821 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 34,889.9727

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: 0001127602-24-010226 · form4.xml · derivative · entry 2

Knauss Jeffery J · CIK 0001900543 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 1,198.8194 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.