Orange County Bancorp, Inc. /DE/ — Director's Dealing 2026

Feb 23, 2026

SEC Form 4 — Statement of Changes in Beneficial Ownership

Issuer: Orange County Bancorp, Inc. /DE/ (OBT)
CIK: 0001754226
Period of Report: 2026-02-19

Reporting Person: Lesler Michael (EVP, Chief Financial Officer)

Derivative Transactions

Date	Security	Exercise Price	Code	Shares	A/D	Expiration	Underlying	Ownership
2026-02-19	Phantom Stock	$	A		Acquired		Common Stock (1234)	Direct

Holdings (Non-Derivative)

Security	Shares	Ownership
Common Stock	12605	Direct
Common Stock	1401	Indirect
Common Stock	2000	Indirect

Footnotes

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.