OBT CEO reports tax-withholding share disposition

Orange County Bancorp President and CEO Michael J. Gilfeather reported a routine tax-related share disposition.

Rhea-AI Filing Summary

Orange County Bancorp President and CEO Michael J. Gilfeather reported a routine tax-related share disposition. On March 10, 2026, 1,682 shares of Common Stock were withheld at $31.47 per share to satisfy tax obligations, a non-market transaction coded as a tax-withholding disposition.

After this event, he directly holds 109,347 Common shares, plus 16,200 Common shares held indirectly through an IRA. He also has 26,309 phantom stock units, each economically equivalent to one Common share and payable upon his separation from service as a director, alongside multiple restricted stock unit grants that vest in stages through December 31, 2026.

Insider Trade Summary

Exercise Price or Tax Liability: 1,682 shares

Exercise Price or Tax Liability 3 txns

Insider Gilfeather Michael J

Role President and CEO

Type	Security	Shares	Price	Value
Exercise Price or Tax Liability	Common Stock	1,682	$31.47	$53K
holding	Phantom Stock	--	--	--
holding	Common Stock	--	--	--

Holdings After Transaction: Common Stock — 109,347 shares (Direct); Phantom Stock — 26,309 contracts (Direct); Common Stock — 16,200 shares (Indirect, By IRA)

Footnotes (5)

1. F1. Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 11, 2024.
2. F2. Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.
3. F3. Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.
4. F4. Includes restricted stock units which vest on December 31, 2026.
5. F5. Each share of phantom stock is the economic equivalent of one share of common stock and becomes payable upon the reporting person's separation of service as a director.

FAQ

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

What did Orange County Bancorp (OBT) CEO report in this Form 4?

The CEO reported a tax-related share disposition where 1,682 shares of Common Stock were withheld at $31.47 per share. This covered tax obligations on equity compensation and was not an open-market stock sale.

How many Orange County Bancorp (OBT) shares does the CEO hold after the transaction?

After the tax-withholding event, the CEO directly holds 109,347 Common shares and indirectly holds 16,200 Common shares through an IRA. These positions reflect his equity stake following the March 10, 2026 Form 4 reporting.

What is the nature of the 1,682 OBT shares disposed of in the filing?

The 1,682 shares were withheld by the company at $31.47 per share to satisfy tax liabilities tied to equity awards. This tax-withholding disposition is a standard administrative transaction, not a discretionary sale in the open market.

What phantom stock holdings does the Orange County Bancorp (OBT) CEO report?

He reports 26,309 phantom stock units, each economically equivalent to one Common share. These units become payable upon his separation from service as a director, providing additional long-term, share-linked compensation exposure.

What do the restricted stock unit vesting schedules in the OBT Form 4 indicate?

Footnotes state that certain restricted stock units vest one-third per year starting March 11, 2024, March 21, 2025, and March 20, 2026, while another grant vests on December 31, 2026. This outlines a multi-year equity compensation vesting timeline.

Does the Orange County Bancorp (OBT) Form 4 show any insider share purchases or sales?

The filing does not show open-market purchases or sales. It reports a tax-withholding disposition of 1,682 shares and updated holdings, including direct, IRA-held Common Stock and phantom stock units tied to future director service separation.

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

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Accepted by SEC EDGAR 03/12/2026 - 04:40 PM 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^*

Gilfeather Michael J

(Last) (First) (Middle)

212 DOLSON AVENUE

(Street)

MIDDLETOWN NY 10940

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
Orange County Bancorp, Inc. /DE/ [ OBT ]

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

X	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	President and CEO

3. Date of Earliest Transaction (Month/Day/Year)
03/10/2026

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	03/10/2026		F		1,682	D	$31.47	109,347(1)(2)(3)(4)	D
Common Stock								16,200	I	By IRA

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
Phantom Stock	(5)							(5)	(5)	Common Stock	26,309		26,309	D

Explanation of Responses:

1. Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 11, 2024.

2. Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

3. Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

4. Includes restricted stock units which vest on December 31, 2026.

5. Each share of phantom stock is the economic equivalent of one share of common stock and becomes payable upon the reporting person's separation of service as a director.

	/s/ Jennifer Staub, pursuant to power of attorney	03/12/2026
	** 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.