Tompkins Financial EVP acquires 255 shares in exercise

Q: How many TMP stock appreciation rights did David M. DeMilia exercise?

David M. DeMilia exercised 255 stock appreciation rights on October 16, 2026, at a $76.90 exercise price, and the related common-stock entry reports acquisition of 255 shares. The SAR entry reports zero remaining following the exercise.

Q: What other TMP transactions did David M. DeMilia report?

The transactions also include 227 common shares withheld for option cost and taxes on October 16, 2026, and small direct common-stock acquisitions through the optional cash purchase plan on June 12, July 14, August 12, September 14 and October 14, 2026.

The reported activity also includes option-cost and tax withholding, optional cash-plan purchases and indirect 401(k) and ESOP share positions.

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Form Type

Rhea-AI Filing Summary

Tompkins Financial Corp (TMP) EVP, President of TCB Hudson Valley David M. DeMilia exercised 255 stock appreciation rights on October 16, 2026, at a $76.90 exercise price, acquiring 255 common shares. The same-day transactions include 227 common shares withheld for option cost and taxes; the SAR position following the exercise was zero. DeMilia also made small direct common-stock acquisitions through the optional cash purchase plan on June 12, July 14, August 12, September 14 and October 14, 2026. Indirect holdings as of June 12, 2026, were 166 shares through a 401(k) and 2,241 through an ESOP.

Insider Trade Summary

255 shares exercised/converted

Exercise 10 txns

Insider DeMilia David M

Role EVP, Pres of TCB Hudson Valley

Type	Security	Shares	Price	Value
Exercise	Stock Appreciation Rights (SAR) ^F3	255	$0.00	$0.00
Exercise	Common Stock	255	$76.90	$20K
Tax Withholding	Common Stock ^F2	227	$97.58	$22K
Small Acquisition	Common Stock ^F1	1.042	$95.97	$100.00
Small Acquisition	Common Stock ^F1	1.002	$99.84	$100.04
Small Acquisition	Common Stock ^F1	0.995	$100.51	$100.01
Small Acquisition	Common Stock ^F1	1.084	$92.29	$100.04
Small Acquisition	Common Stock ^F1	1.092	$91.6149	$100.04
holding	Common Stock	--	--	--
holding	Common Stock	--	--	--

Holdings After Transaction: Stock Appreciation Rights (SAR) — 0 contracts (Direct); Common Stock — 7,371.106 shares (Direct); Common Stock — 165.9407 shares (Indirect, By 401(k)); Common Stock — 2,240.8379 shares (Indirect, By ESOP)

Footnotes (3)

F1. Optional cash purchase through Tompkins Financial Dividend Reinvestment and Stock Puchase and Sale Plan.
F2. Shares withheld for Option cost and taxes
F3. 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.

Key Figures

Stock appreciation rights exercised: 255 SARs SAR exercise price: $76.90 Common shares acquired through SAR exercise: 255 shares +4 more

7 metrics

Stock appreciation rights exercised 255 SARs October 16, 2026

SAR exercise price $76.90 October 16, 2026

Common shares acquired through SAR exercise 255 shares October 16, 2026

Common shares withheld for option cost and taxes 227 shares October 16, 2026

SARs following exercise 0 SARs Following the October 16, 2026 exercise

Indirect common shares through 401(k) 166 shares As of June 12, 2026

Indirect common shares through ESOP 2,241 shares As of June 12, 2026

Key Terms

Stock Appreciation Rights (SARs), five-year vesting schedule, Optional cash purchase

3 terms

Stock Appreciation Rights (SARs) financial

"Stock Appreciation Rights (SARs) were granted pursuant to the Tompkins Financial Corporation 2009 Equity Plan."

five-year vesting schedule technical

"SARs have a five-year vesting schedule"

Optional cash purchase financial

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

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

How many TMP stock appreciation rights did David M. DeMilia exercise?

David M. DeMilia exercised 255 stock appreciation rights on October 16, 2026, at a $76.90 exercise price, and the related common-stock entry reports acquisition of 255 shares. The SAR entry reports zero remaining following the exercise.

What other TMP transactions did David M. DeMilia report?

The transactions also include 227 common shares withheld for option cost and taxes on October 16, 2026, and small direct common-stock acquisitions through the optional cash purchase plan on June 12, July 14, August 12, September 14 and October 14, 2026.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Available on EDGAR 10/19/2026 - 03:57 PM EDT Accepted by SEC EDGAR 10/19/2026 - 03:56 PM EDT

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

NEW YORK

14851

(City)

(State)

(Zip)

UNITED STATES

(Country)

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

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
06/12/2026

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

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

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

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)
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	Code	V	Amount	(A) or (D)	Price		6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
Common Stock	06/12/2026		L	V	1.092⁽¹⁾	A	$91.6149	7,311.767	D
Common Stock	07/14/2026		L	V	1.084⁽¹⁾	A	$92.29	7,312.851	D
Common Stock	08/12/2026		L	V	0.995⁽¹⁾	A	$100.51	7,313.846	D
Common Stock	09/14/2026		L	V	1.002⁽¹⁾	A	$99.84	7,342.064	D
Common Stock	10/14/2026		L	V	1.042⁽¹⁾	A	$95.97	7,343.106	D
Common Stock	10/16/2026		M		255	A	$76.9	7,598.106	D
Common Stock	10/16/2026		F		227⁽²⁾	D	$97.58	7,371.106	D
Common Stock								165.9407	I	By 401(k)
Common Stock								2,240.8379	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)
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)	Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares	8. Price of Derivative Security (Instr. 5)		10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
Stock Appreciation Rights (SAR)	$76.9	10/16/2026		M			255	⁽³⁾	11/09/2026	Common Stock	255	$0	0	D

Explanation of Responses:

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

2. Shares withheld for Option cost and taxes

3. 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.

	/s/ David M. DeMilia	10/19/2026
	** 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.
* Form 4: SEC 1474 (03-26)

Source: View Original Filing on SEC EDGAR