Orange County Bancorp SVP sells 1,500 shares

Orange County Bancorp, Inc. senior vice president and Chief Credit Officer Stephen Rooney reported a sale of 1,500 shares of Common Stock on August 4, 2026, at $38.71 per share in an open-market or private transaction.

Rhea-AI Filing Summary

Orange County Bancorp, Inc. senior vice president and Chief Credit Officer Stephen Rooney reported a sale of 1,500 shares of Common Stock on August 4, 2026, at $38.71 per share in an open-market or private transaction. After this sale, he directly holds 8,606 shares, a total that includes restricted stock units vesting in three equal annual installments beginning March 21, 2025, March 20, 2026, and March 19, 2027.

Insider Trade Summary

Net Seller: 1,500 shares

Net Sell 1 txn

Insider Rooney Stephen

Role SVP, Chief Credit Officer

Sold 1,500 shs ($58K)

Type	Security	Shares	Price	Value
Sale	Common Stock F1, F2, F3	1,500	$38.71	$58K

Holdings After Transaction: Common Stock — 8,606 shares (Direct)

Footnotes (3)

1. F1. Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.
2. F2. Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.
3. F3. Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 19, 2027.

Key Figures

Shares sold: 1,500 shares Sale price per share: $38.71 Shares held after sale: 8,606 shares

3 metrics

Shares sold 1,500 shares Common Stock sold on August 4, 2026

Sale price per share $38.71 Price per share for the August 4, 2026 sale

Shares held after sale 8,606 shares Direct holdings following the reported transaction, including restricted stock units

Key Terms

restricted stock units, vest at a rate of 1/3 per year, Chief Credit Officer

3 terms

restricted stock units financial

"Includes restricted stock units which vest at a rate of 1/3 per year"

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

vest at a rate of 1/3 per year financial

"which vest at a rate of 1/3 per year commencing on March 21, 2025"

Chief Credit Officer financial

"Rooney Stephen, SVP, Chief Credit Officer"

FAQ

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

What insider transaction did Stephen Rooney of OBT report?

Stephen Rooney reported a sale of 1,500 shares of Orange County Bancorp Common Stock. The sale occurred on August 4, 2026, and was coded as an open-market or private transaction.

At what price did Stephen Rooney sell Orange County Bancorp (OBT) shares?

He sold the shares at $38.71 per share. This per-share price applies to the 1,500 shares of Common Stock reported sold on August 4, 2026.

How many OBT shares does Stephen Rooney hold after the August 4, 2026 sale?

Following the transaction, Stephen Rooney directly holds 8,606 shares of Orange County Bancorp. This figure includes restricted stock units with multi-year vesting schedules.

Do Stephen Rooney’s remaining OBT holdings include restricted stock units?

Yes, his 8,606 shares include restricted stock units that vest one-third per year starting on March 21, 2025, March 20, 2026, and March 19, 2027.

Was Stephen Rooney’s OBT trade made under a Rule 10b5-1 plan?

The filing’s Rule 10b5-1 checkbox is not marked as affirmative, and the footnotes do not reference any trading plan, so no plan is identified in this report.

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

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Available on EDGAR 08/05/2026 - 12:14 PM Accepted by SEC EDGAR 08/05/2026 - 12:13 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^*

Rooney Stephen

(Last) (First) (Middle)

212 DOLSON AVENUE

(Street)

MIDDLETOWN NEW YORK 10940

(City) (State) (Zip)

UNITED STATES

(Country)

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)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	SVP, Chief Credit Officer

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
08/04/2026

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)
			Code	V	Amount	(A) or (D)	Price
Common Stock	08/04/2026		S		1,500	D	$38.71	8,606(1)(2)(3)	D

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

Explanation of Responses:

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

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

3. Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 19, 2027.

	/s/ Jennifer Staub, pursuant to power of attorney	08/04/2026
	** 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)