GREGORY F. HOLCOMBE - 05 Dec 2025 Form 4 Insider Report for Orange County Bancorp, Inc. /DE/ (OBT)

Role: Director
Signature: /s/ Jennifer Staub, pursuant to power of attorney
Issuer symbol: OBT
Transactions as of: 05 Dec 2025
Net transactions value: $0
Form type: 4
Filing time: 09 Dec 2025, 11:39:02 UTC
Previous filing: 02 Oct 2025
Next filing: 17 Dec 2025
SEC: View on sec.gov

Reporting Owners (1)

Name	Relationship	Address	Signature	Signature date	CIK
HOLCOMBE GREGORY F	Director	212 DOLSON AVENUE, MIDDLETOWN	/s/ Jennifer Staub, pursuant to power of attorney	09 Dec 2025	0001191186

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	OBT	Common Stock	Gift	$0	-34,720	-50%	$0.000000	34,720	05 Dec 2025	By LLC
transaction	OBT	Common Stock	Gift	$0	+34,720		$0.000000	34,720	05 Dec 2025	By Trust 2
holding	OBT	Common Stock						68,953	05 Dec 2025	Direct	F1, F2
holding	OBT	Common Stock						14,920	05 Dec 2025	By Foundation
holding	OBT	Common Stock						12,054	05 Dec 2025	By Trust 1

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Underlying Class	Amount	Exercise Price	Ownership	Footnotes
holding	OBT	Phantom Stock						22,061	05 Dec 2025	Common Stock	22,061		Direct	F3

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	Includes restricted stock units which vest 100% as of the date of grant and are settled in shares of Issuer common stock upon separation from service of the reporting person.
F2	Includes restricted stock units which vest 100% on February 20, 2026 and are settled in shares of Issuer common stock upon separation from service of the reporting person.
F3	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.