Michael Lesler - 02 Jan 2026 Form 4 Insider Report for Orange County Bancorp, Inc. /DE/ (OBT)

Role: EVP, Chief Financial Officer
Signature: /s/ Jennifer Staub, pursuant to power of attorney
Issuer symbol: OBT
Transactions as of: 02 Jan 2026
Net transactions value: +$369
Form type: 4
Filing time: 06 Jan 2026, 13:26:50 UTC
Previous filing: 18 Dec 2025
Next filing: 23 Feb 2026
SEC: View on sec.gov

Reporting Owners (1)

Name	Relationship	Address	Signature	Signature date	CIK
Lesler Michael	EVP, Chief Financial Officer	212 DOLSON AVENUE, MIDDLETOWN	/s/ Jennifer Staub, pursuant to power of attorney	06 Jan 2026	0001393132

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
holding	OBT	Common Stock						12,605	02 Jan 2026	Direct	F1, F2, F3, F4
holding	OBT	Common Stock						1,401	02 Jan 2026	By 401(k)	F5
holding	OBT	Common Stock						2,000	02 Jan 2026	By IRA

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
transaction	OBT	Phantom Stock	Award	$369				1,270	02 Jan 2026	Common Stock	369		Direct	F6

* 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 at a rate of 1/3 per year commencing on December 23, 2023.
F2	Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 11, 2024.
F3	Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.
F4	Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.
F5	Reflects transactions not required to be reported pursuant to Section 16 of the Securities Exchange Act of 1934, as amended.
F6	Represents deemed investments in connection with the Performance-Based SERP. Phantom stock interests under the Performance-Based SERP may be settled in shares of Company stock upon distribution to the reporting person, based on their prior election.