TMP

SEC source: 0001005817-26-000135 · form4.xml · derivative · entry 1

Coletti Janet M. · CIK 0001635662 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 799.436

Underlying: Common Stock · 19.71 shares

Expires not disclosed

F1 · derivative.exercise_price: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · shares: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · derivative.exercise_date: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · derivative.expiration_date: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

SEC source: 0001005817-26-000134 · form4.xml · derivative · entry 4

Catarisano Nancy E. · CIK 0001530871 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,639.355

Underlying: Common Stock · 90.211 shares

Expires not disclosed

F1 · derivative.exercise_price: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · shares: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · derivative.exercise_date: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · derivative.expiration_date: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

SEC source: 0001005817-26-000134 · form4.xml · derivative · entry 3

Catarisano Nancy E. · CIK 0001530871 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,549.144

Underlying: Common Stock · 209.229 shares

Expires not disclosed

F1 · derivative.exercise_price: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · shares: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · derivative.exercise_date: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · derivative.expiration_date: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

SEC source: 0001005817-26-000131 · form4.xml · derivative · entry 1

Eaton Helen · CIK 0002068035 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,297.25

Underlying: Common Stock · 156.922 shares

Expires 2025-05-13

F1 · security: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · shares: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

SEC source: 0001005817-26-000130 · form4.xml · derivative · entry 2

Davidson Heidi M · CIK 0002068639 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,906.821

Underlying: Common Stock · 90.211 shares

Expires 2047-01-01

F1 · derivative.exercise_price: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · shares: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

SEC source: 0001005817-26-000130 · form4.xml · derivative · entry 1

Davidson Heidi M · CIK 0002068639 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,816.61

Underlying: Common Stock · 169.303 shares

Expires 2047-01-01

F1 · derivative.exercise_price: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · shares: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

SEC source: 0001005817-26-000124 · form4.xml · nonDerivative · entry 1

Johnson Patricia A · CIK 0001362027 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,258.673

F1 · shares: Represents shares of common stock elected to be received by the reporting person in lieu of cash retainer fees pursuant to the Second Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries.

SEC source: 0001005817-26-000126 · form4.xml · nonDerivative · entry 1

Lee Angela B · CIK 0001974543 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,210

F1 · shares: Represents shares of common stock elected to be received by the reporting person in lieu of cash retainers pursuant to the Second Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries.

SEC source: 0001005817-26-000125 · form4.xml · nonDerivative · entry 1

Fessenden Daniel J. · CIK 0001463126 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,988.221

F1 · shares: Represents shares of common stock elected to be received by the reporting person in lieu of cash retainer fees pursuant to the Second Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries.

SEC source: 0001005817-26-000120 · form4.xml · derivative · entry 4

Fontaine Alyssa H · CIK 0001662747 · EVP, General Counsel & CRO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 802 shares

Expires 2026-11-09

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: Stock Appreciation Rights (SARs) were granted pursuant to the Tompkins Financial Corporation 2009 Equity Plan. SARs have a five-year vesting schedule, with 0% vesting in year one and 25% vesting in years two through five. When exercised, the SARs will be settled in Common Stock of the Company. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-26-000120 · form4.xml · nonDerivative · entry 2

Fontaine Alyssa H · CIK 0001662747 · EVP, General Counsel & CRO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,175.788

F1 · shares: Shares withheld for Option cost and taxes.

SEC source: 0001005817-26-000120 · form4.xml · nonDerivative · entry 1

Fontaine Alyssa H · CIK 0001662747 · EVP, General Counsel & CRO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,888.788

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: 0001005817-26-000118 · form4.xml · derivative · entry 5

McKenna John M · CIK 0001615770 · EVP, Pres. Tompkins Comm. Bank

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 802 shares

Expires 2026-11-09

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: Stock Appreciation Rights (SARs) were granted pursuant to the Tompkins Financial Corporation 2009 Equity Plan. SARs have a five-year vesting schedule, with 0% vesting in year one and 25% vesting in years two through five. When exercised, the SARs will be settled in Common Stock of the Company. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-26-000118 · form4.xml · nonDerivative · entry 2

McKenna John M · CIK 0001615770 · EVP, Pres. Tompkins Comm. Bank

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 16,572.915

F1 · shares: Shares withheld for Option cost and taxes

SEC source: 0001005817-26-000118 · form4.xml · nonDerivative · entry 1

McKenna John M · CIK 0001615770 · EVP, Pres. Tompkins Comm. Bank

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,284.915

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: 0001005817-26-000116 · form4.xml · derivative · entry 5

Kershaw David · CIK 0001993586 · SVP, PAO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 260 shares

Expires 2026-11-09

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: Stock Appreciation Rights (SARs) were granted pursuant to the Tompkins Financial Corporation 2009 Equity Plan. SARs have a five-year vesting schedule, with 0% vesting in year one and 25% vesting in years two through five. When exercised, the SARs will be settled in Common Stock of the Company. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-26-000116 · form4.xml · nonDerivative · entry 2

Kershaw David · CIK 0001993586 · SVP, PAO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,856.515

F1 · shares: Shares withheld for Option cost and taxes.

SEC source: 0001005817-26-000116 · form4.xml · nonDerivative · entry 1

Kershaw David · CIK 0001993586 · SVP, PAO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,076.515

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: 0001005817-26-000114 · form4.xml · nonDerivative · entry 1

Taylor Eric W · CIK 0002031000 · EVP, President TFA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,360

F1 · shares: Deemed disposition of shares to the Issuer to pay for taxes upon vesting of restricted stock.

SEC source: 0001005817-26-000109 · form4.xml · derivative · entry 6

ROMAINE STEPHEN S · CIK 0001201525 · Director · President & CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 1,734 shares

Expires 2026-11-09

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.

F3 · derivative.exercise_date: Stock Appreciation Rights (SARs) were granted pursuant to the Tompkins Financial Corporation 2009 Equity Plan. SARs have a five-year vesting schedule, with 0% vesting in year one and 25% vesting in years two through five. When exercised, the SARs will be settled in Common Stock of the Company. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-26-000109 · form4.xml · nonDerivative · entry 2

ROMAINE STEPHEN S · CIK 0001201525 · Director · President & CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,090.697

F1 · shares: Shares withheld for option cost and taxes.

SEC source: 0001005817-26-000109 · form4.xml · nonDerivative · entry 1

ROMAINE STEPHEN S · CIK 0001201525 · Director · President & CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 71,620.697

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: 0001005817-26-000108 · form4.xml · derivative · entry 4

Torcello Diane D · CIK 0001975155 · EVP & President, Tompkins WNY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 250 shares

Expires 2026-11-09

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: Stock Appreciation Rights (SARs) were granted pursuant to the Tompkins Financial Corporation 2009 Equity Plan. SARs have a five-year vesting schedule, with 0% vesting in year one and 25% vesting in years two through five. When exercised, the SARs will be settled in Common Stock of the Company. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-26-000108 · form4.xml · nonDerivative · entry 2

Torcello Diane D · CIK 0001975155 · EVP & President, Tompkins WNY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,347.693

F1 · shares: Shares withheld for option costs and taxes.

SEC source: 0001005817-26-000108 · form4.xml · nonDerivative · entry 1

Torcello Diane D · CIK 0001975155 · EVP & President, Tompkins WNY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,561.693

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: 0001005817-26-000134 · form4.xml · derivative · entry 2

Catarisano Nancy E. · CIK 0001530871 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,289.598

Underlying: Common Stock · 92.162 shares

Expires not disclosed

F1 · derivative.exercise_price: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F3 · date: This transaction was inadvertently reported late due to an administrative error.

F1 · shares: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · derivative.exercise_date: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · derivative.expiration_date: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

SEC source: 0001005817-26-000134 · form4.xml · derivative · entry 1

Catarisano Nancy E. · CIK 0001530871 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,197.436

Underlying: Common Stock · 121.592 shares

Expires not disclosed

F1 · derivative.exercise_price: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F2 · date: This transaction was inadvertently reported late due to an administrative error.

F1 · shares: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · derivative.exercise_date: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · derivative.expiration_date: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

SEC source: 0001005817-26-000082 · form4.xml · nonDerivative · entry 1

Johnson Patricia A · CIK 0001362027 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,967.637

F1 · shares: Represents shares of common stock elected to be received by the reporting person in lieu of cash retainer fees pursuant to the Second Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries.

SEC source: 0001005817-26-000081 · form4.xml · nonDerivative · entry 1

Fessenden Daniel J. · CIK 0001463126 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,847.51

F1 · shares: Represents shares of common stock elected to be received by the reporting person in lieu of cash retainer fees pursuant to the Second Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries.

SEC source: 0001005817-26-000077 · form4.xml · derivative · entry 2

Davidson Heidi M · CIK 0002068639 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,518.002

Underlying: Common Stock · 200.506 shares

Expires 2047-01-01

F1 · derivative.exercise_price: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · shares: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

SEC source: 0001005817-26-000077 · form4.xml · derivative · entry 1

Davidson Heidi M · CIK 0002068639 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,610.164

Underlying: Common Stock · 92.162 shares

Expires 2047-01-01

F1 · derivative.exercise_price: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · shares: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

SEC source: 0001005817-26-000085 · form4.xml · derivative · entry 1

Eaton Helen · CIK 0002068035 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,094.904

Underlying: Common Stock · 179.42 shares

Expires 2025-05-13

F1 · security: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · shares: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

SEC source: 0001005817-26-000084 · form4.xml · nonDerivative · entry 1

Lee Angela B · CIK 0001974543 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,994

F1 · shares: Represents shares of common stock elected to be received by the reporting person in lieu of cash retainers pursuant to the Second Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries.

SEC source: 0001005817-26-000083 · form4.xml · derivative · entry 1

Coletti Janet M. · CIK 0001635662 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 774.381

Underlying: Common Stock · 20.136 shares

Expires not disclosed

F1 · derivative.exercise_price: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · shares: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · derivative.exercise_date: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

F1 · derivative.expiration_date: Each share of phantom stock is the economic equivalent of one share of common stock. Phantom stock represents deferred stock compensation under the Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries. These shares are held in a rabbi trust pending distribution upon the occurrence of certain events specified in the Plan. The reporting person has no voting or investment power over the shares prior to such distribution.

SEC source: 0001005817-26-000064 · form4.xml · nonDerivative · entry 1

Rahilly Ita M · CIK 0001811767 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,849.391

F1 · shares: Optional cash purchase through Tompkins Financial Dividend Reinvestment and Stock Puchase and Sale Plan.

SEC source: 0001005817-26-000061 · form4.xml · nonDerivative · entry 2

McKenna John M · CIK 0001615770 · EVP, Pres. Tompkins Comm. Bank

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 16,482.915

F3 · shares: Shares withheld for taxes.

SEC source: 0001005817-26-000061 · form4.xml · nonDerivative · entry 1

McKenna John M · CIK 0001615770 · EVP, Pres. Tompkins Comm. Bank

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 16,746.915

F1 · shares: Each performance-based stock unit (PSU) represents the right to receive one share of Intel common stock. The number of shares of Intel common stock acquired upon vesting of the PSUs is contingent upon the achievement of pre-established performance metrics, as approved by the Company's Compensation Committee, over a three-year performance period beginning with the first day of the first fiscal year immediately following the grant date and ending on the last day of the third fiscal year.

F2 · shares: Each performance-based stock unit (PSU) represents the right to receive, following vesting, one share of Tompkins common stock. The number of shares of common stock acquired upon vesting of the PSUs is contingent upon the achievement of pre-established performance metrics, as approved by the Company's Compensation Committee, over a three-year performance period beginning with the first day of the fiscal year of the grant date and ending on the last day of the fiscal year of the third anniversary of the grant date.

SEC source: 0001005817-26-000062 · form4.xml · nonDerivative · entry 6

DeMilia David M · CIK 0001866122 · EVP, Pres of TCB Hudson Valley

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,262.978

F3 · shares: Shares withheld for taxes.

SEC source: 0001005817-26-000062 · form4.xml · nonDerivative · entry 5

DeMilia David M · CIK 0001866122 · EVP, Pres of TCB Hudson Valley

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,526.978

F2 · shares: Each performance-based stock unit (PSU) represents the right to receive, following vesting, one share of Tompkins common stock. The number of shares of common stock acquired upon vesting of the PSUs is contingent upon the achievement of pre-established performance metrics, as approved by the Company's Compensation Committee, over a three-year performance period beginning with the first day of the fiscal year of the grant date and ending on the last day of the fiscal year of the third anniversary of the grant date.

SEC source: 0001005817-26-000060 · form4.xml · nonDerivative · entry 2

Fontaine Alyssa H · CIK 0001662747 · EVP, General Counsel & CRO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,992.498

F2 · shares: Shares withheld for taxes.

SEC source: 0001005817-26-000060 · form4.xml · nonDerivative · entry 1

Fontaine Alyssa H · CIK 0001662747 · EVP, General Counsel & CRO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,351.498

F1 · shares: Each performance-based stock unit (PSU) represents the right to receive, following vesting, one share of Tompkins common stock. The number of shares of common stock acquired upon vesting of the PSUs is contingent upon the achievement of pre-established performance metrics, as approved by the Company's Compensation Committee, over a three-year performance period beginning with the first day of the fiscal year of the grant date and ending on the last day of the fiscal year of the third anniversary of the grant date.

SEC source: 0001005817-26-000059 · form4.xml · nonDerivative · entry 2

Kunkel Ginger G · CIK 0001767865 · President TCB Pennsylvania

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,874.413

F2 · shares: Shares withheld for taxes.

SEC source: 0001005817-26-000059 · form4.xml · nonDerivative · entry 1

Kunkel Ginger G · CIK 0001767865 · President TCB Pennsylvania

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,075.413

F1 · shares: Each performance-based stock unit (PSU) represents the right to receive, following vesting, one share of Tompkins common stock. The number of shares of common stock acquired upon vesting of the PSUs is contingent upon the achievement of pre-established performance metrics, as approved by the Company's Compensation Committee, over a three-year performance period beginning with the first day of the fiscal year of the grant date and ending on the last day of the fiscal year of the third anniversary of the grant date.

SEC source: 0001005817-26-000058 · form4.xml · nonDerivative · entry 2

ROMAINE STEPHEN S · CIK 0001201525 · Director · President & CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 69,886.697

F2 · shares: Shares withheld for taxes.

SEC source: 0001005817-26-000058 · form4.xml · nonDerivative · entry 1

ROMAINE STEPHEN S · CIK 0001201525 · Director · President & CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 71,466.697

F1 · shares: Each performance-based stock unit (PSU) represents the right to receive, following vesting, one share of Tompkins common stock. The number of shares of common stock acquired upon vesting of the PSUs is contingent upon the achievement of pre-established performance metrics, as approved by the Company's Compensation Committee, over a three-year performance period beginning with the first day of the fiscal year of the grant date and ending on the last day of the fiscal year of the third anniversary of the grant date.

SEC source: 0001005817-26-000062 · form4.xml · nonDerivative · entry 4

DeMilia David M · CIK 0001866122 · EVP, Pres of TCB Hudson Valley

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,769.129

F1 · shares: Optional cash purchase through Tompkins Financial Dividend Reinvestment and Stock Puchase and Sale Plan.

SEC source: 0001005817-26-000062 · form4.xml · nonDerivative · entry 3

DeMilia David M · CIK 0001866122 · EVP, Pres of TCB Hudson Valley

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,767.921

F1 · shares: Optional cash purchase through Tompkins Financial Dividend Reinvestment and Stock Puchase and Sale Plan.

SEC source: 0001005817-26-000041 · form4.xml · nonDerivative · entry 1

Johnson Patricia A · CIK 0001362027 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,778.637

F1 · shares: Represents shares of common stock elected to be received by the reporting person in lieu of cash retainer fees pursuant to the Second Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries.

SEC source: 0001005817-26-000040 · form4.xml · nonDerivative · entry 1

Fessenden Daniel J. · CIK 0001463126 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,717.51

F1 · shares: Represents shares of common stock elected to be received by the reporting person in lieu of cash retainer fees pursuant to the Second Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries.

SEC source: 0001005817-26-000043 · form4.xml · nonDerivative · entry 1

Lee Angela B · CIK 0001974543 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,775

F1 · shares: Represents shares of common stock elected to be received by the reporting person in lieu of cash retainers pursuant to the Second Amended and Restated Retainer Plan for Eligible Directors of Tompkins Financial Corporation and its Wholly-Owned Subsidiaries.