TMP

SEC source: 0001005817-26-000034 · form4.xml · derivative · entry 2

Catarisano Nancy E. · CIK 0001530871 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,906.885

Underlying: Common Stock · 369.894 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: 0001005817-26-000034 · form4.xml · derivative · entry 1

Catarisano Nancy E. · CIK 0001530871 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,018.322

Underlying: Common Stock · 111.437 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: 0001005817-26-000042 · form4.xml · derivative · entry 1

Coletti Janet M. · CIK 0001635662 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 748.489

Underlying: Common Stock · 24.347 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: 0001005817-26-000036 · form4.xml · derivative · entry 1

Eaton Helen · CIK 0002068035 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,915.484

Underlying: Common Stock · 159.195 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: 0001005817-26-000035 · form4.xml · derivative · entry 2

Davidson Heidi M · CIK 0002068639 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,317.496

Underlying: Common Stock · 111.437 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: 0001005817-26-000035 · form4.xml · derivative · entry 1

Davidson Heidi M · CIK 0002068639 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,206.059

Underlying: Common Stock · 159.195 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: 0001005817-26-000062 · form4.xml · nonDerivative · entry 2

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,766.738

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 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,737.281

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

SEC source: 0001005817-26-000018 · form4.xml · derivative · entry 3

SPAIN MICHAEL H · CIK 0001124188 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,691.554

Underlying: Common Stock · 1,563.852 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: 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: Includes change in beneficial ownership of 1,563.8520 shares from indirect to direct, as a result of distribution pursuant to the Director's Deferred Stock Retainer Agreement

F2 · 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 · 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.

F2 · 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: 0001005817-26-000018 · form4.xml · nonDerivative · entry 1

SPAIN MICHAEL H · CIK 0001124188 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 139,414.549

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 · shares: Includes change in beneficial ownership of 1,563.8520 shares from indirect to direct, as a result of distribution pursuant to the Director's Deferred Stock Retainer Agreement

F2 · 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.

SEC source: 0001005817-26-000023 · form5.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,736.799

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

SEC source: 0001005817-26-000016 · form4.xml · nonDerivative · entry 1

Fessenden Daniel J. · CIK 0001463126 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,557.339

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: 0001005817-26-000015 · form4.xml · nonDerivative · entry 1

Lee Angela B · CIK 0001974543 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,513

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: 0001005817-26-000014 · form4.xml · nonDerivative · entry 1

Johnson Patricia A · CIK 0001362027 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,498.38

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: 0001005817-26-000005 · form4.xml · derivative · entry 2

Davidson Heidi M · CIK 0002068639 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,029.916

Underlying: Common Stock · 123.613 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: 0001005817-26-000005 · form4.xml · derivative · entry 1

Davidson Heidi M · CIK 0002068639 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,906.303

Underlying: Common Stock · 176.589 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: 0001005817-26-000004 · form4.xml · derivative · entry 2

Catarisano Nancy E. · CIK 0001530871 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,482.863

Underlying: Common Stock · 123.613 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: 0001005817-26-000004 · form4.xml · derivative · entry 1

Catarisano Nancy E. · CIK 0001530871 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,359.25

Underlying: Common Stock · 286.698 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: 0001005817-26-000009 · form4.xml · derivative · entry 1

Eaton Helen · CIK 0002068035 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,733.466

Underlying: Common Stock · 176.589 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: 0001005817-26-000010 · form4.xml · derivative · entry 1

Coletti Janet M. · CIK 0001635662 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 718.146

Underlying: Common Stock · 27.008 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: 0001005817-26-000008 · form4.xml · nonDerivative · entry 1

Anderson Johanna B · CIK 0001974256 · EVP, President TCB CNY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 295.556

F1 · security: Ms. Anderson's employment with the Company ended on December 31, 2025.

F2 · shares: Disposition of shares to the Issuer due to forfeiture of restricted stock.

SEC source: 0001005817-26-000023 · form5.xml · nonDerivative · entry 2

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,736.799

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

SEC source: 0001005817-25-000119 · form4.xml · nonDerivative · entry 1

Rahilly Ita M · CIK 0001811767 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,510.626

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

SEC source: 0001005817-26-000023 · form5.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: 6,736.799

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

SEC source: 0001005817-25-000104 · form4.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 68,371.697

F1 · shares: Restricted stock was granted pursuant to the Tompkins Financial Corporation 2019 Equity Incentive Plan. Restricted stock grants have a five-year vesting schedule with 0% vesting in year one and 25% vesting in years two through five. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-25-000103 · form4.xml · nonDerivative · entry 1

Kunkel Ginger G · CIK 0001767865 · President TCB Pennsylvania

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,304.405

F1 · shares: Restricted stock was granted pursuant to the Tompkins Financial Corporation 2019 Equity Incentive Plan. Restricted stock grants have a five-year vesting schedule with 0% vesting in year one and 25% vesting in years two through five. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-25-000102 · form4.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,637.737

F1 · shares: Restricted stock was granted pursuant to the Tompkins Financial Corporation 2019 Equity Incentive Plan. Restricted stock grants have a five-year vesting schedule with 0% vesting in year one and 25% vesting in years two through five. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-25-000101 · form4.xml · nonDerivative · entry 1

Anderson Johanna B · CIK 0001974256 · EVP, President TCB CNY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,700.556

F1 · shares: Restricted stock was granted pursuant to the Tompkins Financial Corporation 2019 Equity Incentive Plan. Restricted stock grants have a five-year vesting schedule with 0% vesting in year one and 25% vesting in years two through five. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-25-000098 · 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: 9,365.715

F1 · shares: Restricted stock was granted pursuant to the Tompkins Financial Corporation 2019 Equity Incentive Plan. Restricted stock grants have a five-year vesting schedule with 0% vesting in year one and 25% vesting in years two through five. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-25-000100 · 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: 7,163.167

F1 · shares: Restricted stock was granted pursuant to the Tompkins Financial Corporation 2019 Equity Incentive Plan. Restricted stock grants have a five-year vesting schedule with 0% vesting in year one and 25% vesting in years two through five. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-25-000099 · form4.xml · nonDerivative · entry 1

Tomazin Matthew D · CIK 0001989927 · EVP, CFO & Treasurer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,726.003

F1 · shares: Restricted stock was granted pursuant to the Tompkins Financial Corporation 2019 Equity Incentive Plan. Restricted stock grants have a five-year vesting schedule with 0% vesting in year one and 25% vesting in years two through five. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-25-000097 · form4.xml · nonDerivative · entry 1

Guarino Charles J · CIK 0001665561 · SVP Chief Bank Operations Off.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,599

F1 · shares: Restricted stock was granted pursuant to the Tompkins Financial Corporation 2019 Equity Incentive Plan. Restricted stock grants have a five-year vesting schedule with 0% vesting in year one and 25% vesting in years two through five. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-25-000096 · form4.xml · nonDerivative · entry 1

Mastin Stacie M · CIK 0002019374 · SVP, Director of HR

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,190.694

F1 · shares: Restricted stock was granted pursuant to the Tompkins Financial Corporation 2019 Equity Incentive Plan. Restricted stock grants have a five-year vesting schedule with 0% vesting in year one and 25% vesting in years two through five. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-25-000095 · form4.xml · nonDerivative · entry 1

Taylor Eric W · CIK 0002031000 · EVP, President TFA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,405

F1 · shares: Restricted stock was granted pursuant to the Tompkins Financial Corporation 2019 Equity Incentive Plan. Restricted stock grants have a five-year vesting schedule with 0% vesting in year one and 25% vesting in years two through five. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-25-000094 · 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: 16,016.915

F1 · shares: Restricted stock was granted pursuant to the Tompkins Financial Corporation 2019 Equity Incentive Plan. Restricted stock grants have a five-year vesting schedule with 0% vesting in year one and 25% vesting in years two through five. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-25-000093 · form4.xml · nonDerivative · entry 1

Kershaw David · CIK 0001993586 · SVP, PAO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,743.251

F1 · shares: Restricted stock was granted pursuant to the Tompkins Financial Corporation 2019 Equity Incentive Plan. Restricted stock grants have a five-year vesting schedule with 0% vesting in year one and 25% vesting in years two through five. The grant will expire ten years from the date of the grant.

SEC source: 0001005817-26-000023 · form5.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: 6,736.799

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

SEC source: 0001005817-25-000067 · form4.xml · nonDerivative · entry 4

Mastin Stacie M · CIK 0002019374 · SVP, Director of HR

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,505.694

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

SEC source: 0001005817-25-000067 · form4.xml · nonDerivative · entry 3

Mastin Stacie M · CIK 0002019374 · SVP, Director of HR

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,545.694

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

SEC source: 0001005817-25-000067 · form4.xml · nonDerivative · entry 2

Mastin Stacie M · CIK 0002019374 · SVP, Director of HR

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,567.694

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

SEC source: 0001005817-25-000067 · form4.xml · nonDerivative · entry 1

Mastin Stacie M · CIK 0002019374 · SVP, Director of HR

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,582.694

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

SEC source: 0001005817-25-000079 · form4.xml · nonDerivative · entry 4

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,455.715

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

SEC source: 0001005817-25-000079 · form4.xml · nonDerivative · entry 3

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,598.715

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

SEC source: 0001005817-25-000079 · 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: 8,688.715

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

SEC source: 0001005817-25-000079 · 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: 8,855.715

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

SEC source: 0001005817-25-000080 · form4.xml · nonDerivative · entry 14

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,647.737

F2 · shares: Deemed disposition of shares to the Issuer to pay for taxes upon vesting of restricted stock.

SEC source: 0001005817-25-000080 · form4.xml · nonDerivative · entry 13

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,752.737

F2 · shares: Deemed disposition of shares to the Issuer to pay for taxes upon vesting of restricted stock.

SEC source: 0001005817-25-000080 · form4.xml · nonDerivative · entry 12

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,818.737

F2 · shares: Deemed disposition of shares to the Issuer to pay for taxes upon vesting of restricted stock.

SEC source: 0001005817-25-000080 · form4.xml · nonDerivative · entry 11

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,941.737

F2 · shares: Deemed disposition of shares to the Issuer to pay for taxes upon vesting of restricted stock.

SEC source: 0001005817-25-000078 · form4.xml · nonDerivative · entry 4

Guarino Charles J · CIK 0001665561 · SVP Chief Bank Operations Off.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,914

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