TOMPKINS FINANCIAL CORP Insider Trading Activity

Tompkins Financial (TMP) Form 4: EVP and President of TCB Hudson Valley David M. DeMilia reported routine activity.

Rhea-AI Filing Summary

Tompkins Financial (TMP) Form 4: EVP and President of TCB Hudson Valley David M. DeMilia reported routine activity. He made small monthly acquisitions of common stock through the Tompkins Financial Dividend Reinvestment and Stock Purchase and Sale Plan (transaction code L) on dates from 01/13/2025 to 10/15/2025. On 11/09/2025, shares were withheld to cover taxes upon restricted stock vesting (transaction code F) at $66.68 per share.

Following these transactions, he held 5,647.737 shares directly. Indirect holdings were 160.548 shares by 401(k) and 2,080.4686 shares by ESOP.

Insider Trade Summary

16 transactions reported

Mixed 16 txns

Insider DeMilia David M

Role EVP, Pres of TCB Hudson Valley

Type	Security	Shares	Price	Value
Exercise Price or Tax Liability	Common Stock	52	$66.68	$3K
Exercise Price or Tax Liability	Common Stock	123	$66.68	$8K
Exercise Price or Tax Liability	Common Stock	66	$66.68	$4K
Exercise Price or Tax Liability	Common Stock	105	$66.68	$7K
Small Acquisition	Common Stock	1.534	$65.18	$99.99
Small Acquisition	Common Stock	1.437	$69.60	$100.02
Small Acquisition	Common Stock	1.495	$66.88	$99.99
Small Acquisition	Common Stock	1.495	$66.9031	$100.02
Small Acquisition	Common Stock	1.586	$63.0631	$100.02
Small Acquisition	Common Stock	1.551	$64.48	$100.01
Small Acquisition	Common Stock	1.783	$56.09	$100.01
Small Acquisition	Common Stock	1.599	$62.5214	$99.97
Small Acquisition	Common Stock	1.43	$69.9244	$99.99
Small Acquisition	Common Stock	1.579	$63.3446	$100.02
holding	Common Stock	--	--	--
holding	Common Stock	--	--	--

Holdings After Transaction: Common Stock — 5,647.737 shares (Direct); Common Stock — 160.548 shares (Indirect, By 401(k)); Common Stock — 2,080.4686 shares (Indirect, By ESOP)

Footnotes (2)

1. F1. Optional cash purchase through Tompkins Financial Dividend Reinvestment and Stock Puchase and Sale Plan.
2. F2. Deemed disposition of shares to the Issuer to pay for taxes upon vesting of restricted stock.

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Accepted by SEC EDGAR 11/12/2025 - 05:02 PM EST Learn about SEC filing dates

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

DeMilia David M

(Last) (First) (Middle)

P.O. BOX 460

(Street)

ITHACA NY 14851

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
TOMPKINS FINANCIAL CORP [ TMP ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	EVP, Pres of TCB Hudson Valley

3. Date of Earliest Transaction (Month/Day/Year)
01/13/2025

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Common Stock	01/13/2025		L	V	1.579(1)	A	$63.3446	5,907.685	D
Common Stock	02/12/2025		L	V	1.43(1)	A	$69.9244	5,909.115	D
Common Stock	03/12/2025		L	V	1.599(1)	A	$62.5214	5,933.555	D
Common Stock	04/14/2025		L	V	1.783(1)	A	$56.09	5,935.338	D
Common Stock	05/14/2025		L	V	1.551(1)	A	$64.48	5,936.889	D
Common Stock	06/12/2025		L	V	1.586(1)	A	$63.0631	5,963.122	D
Common Stock	07/14/2025		L	V	1.495(1)	A	$66.9031	5,964.617	D
Common Stock	08/13/2025		L	V	1.495(1)	A	$66.88	5,966.112	D
Common Stock	09/15/2025		L	V	1.437(1)	A	$69.6	5,992.203	D
Common Stock	10/15/2025		L	V	1.534(1)	A	$65.18	5,993.737	D
Common Stock	11/09/2025		F		52(2)	D	$66.68	5,941.737	D
Common Stock	11/09/2025		F		123(2)	D	$66.68	5,818.737	D
Common Stock	11/09/2025		F		66(2)	D	$66.68	5,752.737	D
Common Stock	11/09/2025		F		105(2)	D	$66.68	5,647.737	D
Common Stock								160.548	I	By 401(k)
Common Stock								2,080.4686	I	By ESOP

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

Explanation of Responses:

1. Optional cash purchase through Tompkins Financial Dividend Reinvestment and Stock Puchase and Sale Plan.

2. Deemed disposition of shares to the Issuer to pay for taxes upon vesting of restricted stock.

	/s/ David M. DeMilia	11/10/2025
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.