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Nasdaq · USD

OBT

Orange County Bancorp, Inc. /DE/

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Tapewire entity
5467
SEC CIK
0001754226
Parsed reports
643

Last 12 months

Inside the activity.

1 purchase rows · 5 sale rows

Disclosed non-derivative P/S rows, by transaction month. Includes amendments and private transactions.
Monthly counts
MonthPurchasesSales
Nov 202500
Dec 202502
Jan 202600
Feb 202600
Mar 202610
Apr 202600
May 202600
Jun 202600
Jul 202601
Aug 202602
Sep 202600
Oct 202600

Latest available

Insider transactions

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Purchases/sales include open-market and private transactions. Plan disclosure applies to the filing; individual rows may differ. “Not disclosed” is not “unplanned.”

The cutoff filters transaction history only. Company summaries and owner relationships show the latest available disclosures. Parser corrections can improve historical records.

Transaction dateOwner / reported roleActivity / securityShares / unitsReported priceReported valueDetails
April 01, 2026 Filed Jul 6, 2026 16:48 UTC Amendment GrantPhantom Stock · Derivative Not disclosed $32.32 $39.00
Disclosure

SEC source: 0001437749-26-022720 · rdgdoc.xml · derivative · entry 2

Tirado Olga Luz · CIK 0001995774 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 282

Underlying: Common Stock · 38 shares

Expires not disclosed

F2 · derivative.exercise_price: 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.

F2 · derivative.exercise_date: 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.

F2 · derivative.expiration_date: 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.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 17:49 UTC
Listner MichaelSVP and Chief Risk Officer
Tax withholdingCommon Stock 832 $31.15 $25,916.80
Disclosure

SEC source: 0001437749-26-009465 · rdgdoc.xml · nonDerivative · entry 2

Listner Michael · CIK 0001876359 · SVP and Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,969

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 17:49 UTC
Listner MichaelSVP and Chief Risk Officer
GrantCommon Stock 2,827 $0.00 $0.00
Disclosure

SEC source: 0001437749-26-009465 · rdgdoc.xml · nonDerivative · entry 1

Listner Michael · CIK 0001876359 · SVP and Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,801

F3 · shares: Restricted stock units which vest at a rate of 1/3 per year commencing on March 19, 2027.

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 17:46 UTC
Ruhl Joseph AReg Pres, Westchester County
Tax withholdingCommon Stock 1,377 $31.15 $42,893.55
Disclosure

SEC source: 0001437749-26-009461 · rdgdoc.xml · nonDerivative · entry 2

Ruhl Joseph A · CIK 0001875278 · Reg Pres, Westchester County

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 34,782

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 17:46 UTC
Ruhl Joseph AReg Pres, Westchester County
GrantCommon Stock 5,133 $0.00 $0.00
Disclosure

SEC source: 0001437749-26-009461 · rdgdoc.xml · nonDerivative · entry 1

Ruhl Joseph A · CIK 0001875278 · Reg Pres, Westchester County

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 36,159

F3 · shares: Restricted stock units which vest at a rate of 1/3 per year commencing on March 19, 2027.

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 21:45 UTC
Sousa GregoryEVP and Deputy CLO
Tax withholdingCommon Stock 1,307 $31.15 $40,713.05
Disclosure

SEC source: 0001437749-26-009459 · rdgdoc.xml · nonDerivative · entry 2

Sousa Gregory · CIK 0001875279 · EVP and Deputy CLO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,619

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 21:45 UTC
Sousa GregoryEVP and Deputy CLO
GrantCommon Stock 5,056 $0.00 $0.00
Disclosure

SEC source: 0001437749-26-009459 · rdgdoc.xml · nonDerivative · entry 1

Sousa Gregory · CIK 0001875279 · EVP and Deputy CLO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,926

F3 · shares: Restricted stock units which vest at a rate of 1/3 per year commencing on March 19, 2027.

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 21:48 UTC
Rooney StephenSVP, Chief Credit Officer
Tax withholdingCommon Stock 841 $31.15 $26,197.15
Disclosure

SEC source: 0001437749-26-009463 · rdgdoc.xml · nonDerivative · entry 2

Rooney Stephen · CIK 0001464333 · SVP, Chief Credit Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,106

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 21:48 UTC
Rooney StephenSVP, Chief Credit Officer
GrantCommon Stock 2,812 $0.00 $0.00
Disclosure

SEC source: 0001437749-26-009463 · rdgdoc.xml · nonDerivative · entry 1

Rooney Stephen · CIK 0001464333 · SVP, Chief Credit Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,947

F3 · shares: Restricted stock units which vest at a rate of 1/3 per year commencing on March 19, 2027.

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 21:42 UTC
Gilfeather Michael JDirector · President and CEO
PurchaseCommon Stock 200 $31.25 $6,249.98
Disclosure

SEC source: 0001437749-26-009455 · rdgdoc.xml · nonDerivative · entry 4

Gilfeather Michael J · CIK 0001333208 · Director · President and CEO

10b5-1 filing: No plan indicated

Ownership: Indirect · By IRA

Disclosed balance after: 16,400

Read SEC document
March 19, 2026 Filed Mar 23, 2026 21:42 UTC
Gilfeather Michael JDirector · President and CEO
Tax withholdingCommon Stock 6,189 $31.15 $192,787.35
Disclosure

SEC source: 0001437749-26-009455 · rdgdoc.xml · nonDerivative · entry 3

Gilfeather Michael J · CIK 0001333208 · Director · President and CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 129,449

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

F3 · balance_after: Includes restricted stock units which vest on December 31, 2026.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 21:42 UTC
Gilfeather Michael JDirector · President and CEO
GrantCommon Stock 9,438 $0.00 $0.00
Disclosure

SEC source: 0001437749-26-009455 · rdgdoc.xml · nonDerivative · entry 2

Gilfeather Michael J · CIK 0001333208 · Director · President and CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 135,638

F5 · shares: Restricted stock units which vest on March 19, 2029.

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

F3 · balance_after: Includes restricted stock units which vest on December 31, 2026.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 21:42 UTC
Gilfeather Michael JDirector · President and CEO
GrantCommon Stock 16,853 $0.00 $0.00
Disclosure

SEC source: 0001437749-26-009455 · rdgdoc.xml · nonDerivative · entry 1

Gilfeather Michael J · CIK 0001333208 · Director · President and CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 126,200

F4 · shares: Restricted stock units which vest at a rate of 1/3 per year commencing on March 19, 2027.

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

F3 · balance_after: Includes restricted stock units which vest on December 31, 2026.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 21:50 UTC
Lesler MichaelEVP, Chief Financial Officer
Tax withholdingCommon Stock 1,177 $31.15 $36,663.55
Disclosure

SEC source: 0001437749-26-009467 · rdgdoc.xml · nonDerivative · entry 2

Lesler Michael · CIK 0001393132 · EVP, Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 16,216

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 21:50 UTC
Lesler MichaelEVP, Chief Financial Officer
GrantCommon Stock 5,059 $0.00 $0.00
Disclosure

SEC source: 0001437749-26-009467 · rdgdoc.xml · nonDerivative · entry 1

Lesler Michael · CIK 0001393132 · EVP, Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,393

F3 · shares: Restricted stock units which vest at a rate of 1/3 per year commencing on March 19, 2027.

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 17:44 UTC
Dineen David PSVP, Dir. Wealth Services
Tax withholdingCommon Stock 790 $31.15 $24,608.50
Disclosure

SEC source: 0001437749-26-009457 · rdgdoc.xml · nonDerivative · entry 2

Dineen David P · CIK 0001681144 · SVP, Dir. Wealth Services

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,480

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 17:44 UTC
Dineen David PSVP, Dir. Wealth Services
GrantCommon Stock 4,333 $0.00 $0.00
Disclosure

SEC source: 0001437749-26-009457 · rdgdoc.xml · nonDerivative · entry 1

Dineen David P · CIK 0001681144 · SVP, Dir. Wealth Services

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,270

F3 · shares: Restricted stock units which vest at a rate of 1/3 per year commencing on March 19, 2027.

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 21:51 UTC
Jones Elizabeth ASVP, Chief Operating Officer
Tax withholdingCommon Stock 656 $31.15 $20,434.40
Disclosure

SEC source: 0001437749-26-009469 · rdgdoc.xml · nonDerivative · entry 2

Jones Elizabeth A · CIK 0001915399 · SVP, Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,266

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 21:51 UTC
Jones Elizabeth ASVP, Chief Operating Officer
GrantCommon Stock 3,792 $0.00 $0.00
Disclosure

SEC source: 0001437749-26-009469 · rdgdoc.xml · nonDerivative · entry 1

Jones Elizabeth A · CIK 0001915399 · SVP, Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,922

F3 · shares: Restricted stock units which vest at a rate of 1/3 per year commencing on March 19, 2027.

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

Read SEC document
March 16, 2026 Filed Mar 17, 2026 21:09 UTC GrantPhantom Stock · Derivative Not disclosed $31.29 $100.00
Disclosure

SEC source: 0001437749-26-008657 · rdgdoc.xml · derivative · entry 4

Keane Kevin J · CIK 0001907910 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,480

Underlying: Common Stock · 100 shares

Expires not disclosed

F3 · derivative.exercise_price: 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.

F3 · derivative.exercise_date: 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.

F3 · derivative.expiration_date: 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.

Read SEC document
March 16, 2026 Filed Mar 17, 2026 21:03 UTC
Schiller JonDirector
GrantPhantom Stock · Derivative Not disclosed $31.29 $27.00
Disclosure

SEC source: 0001437749-26-008646 · rdgdoc.xml · derivative · entry 2

Schiller Jon · CIK 0002040355 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,811

Underlying: Common Stock · 28 shares

Expires not disclosed

F2 · derivative.exercise_price: 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.

F2 · derivative.exercise_date: 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.

F2 · derivative.expiration_date: 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.

Read SEC document
March 16, 2026 Filed Mar 17, 2026 21:05 UTC GrantPhantom Stock · Derivative Not disclosed $31.29 $40.00
Disclosure

SEC source: 0001437749-26-008650 · rdgdoc.xml · derivative · entry 3

Rouis Jonathan F · CIK 0001875271 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,083

Underlying: Common Stock · 40 shares

Expires not disclosed

F3 · derivative.exercise_price: 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.

F3 · derivative.exercise_date: 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.

F3 · derivative.expiration_date: 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.

Read SEC document
March 16, 2026 Filed Mar 17, 2026 21:02 UTC
Sousa GregoryEVP and Deputy CLO
GrantPhantom Stock · Derivative Not disclosed $31.29 $28.00
Disclosure

SEC source: 0001437749-26-008644 · rdgdoc.xml · derivative · entry 3

Sousa Gregory · CIK 0001875279 · EVP and Deputy CLO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,943

Underlying: Common Stock · 28 shares

Expires not disclosed

F5 · derivative.exercise_price: 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.

F5 · derivative.exercise_date: 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.

F5 · derivative.expiration_date: 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.

Read SEC document
March 16, 2026 Filed Mar 17, 2026 21:06 UTC GrantPhantom Stock · Derivative Not disclosed $31.29 $12.00
Disclosure

SEC source: 0001437749-26-008652 · rdgdoc.xml · derivative · entry 4

Morrison William D · CIK 0001875297 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,166

Underlying: Common Stock · 12 shares

Expires not disclosed

F3 · derivative.exercise_price: 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.

F3 · derivative.exercise_date: 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.

F3 · derivative.expiration_date: 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.

Read SEC document
March 16, 2026 Filed Mar 17, 2026 21:10 UTC GrantPhantom Stock · Derivative Not disclosed $31.29 $138.00
Disclosure

SEC source: 0001437749-26-008660 · rdgdoc.xml · derivative · entry 6

HOLCOMBE GREGORY F · CIK 0001191186 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,146

Underlying: Common Stock · 138 shares

Expires not disclosed

F3 · derivative.exercise_price: 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.

F3 · derivative.exercise_date: 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.

F3 · derivative.expiration_date: 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.

Read SEC document
March 16, 2026 Filed Mar 17, 2026 21:16 UTC
Gilfeather Michael JDirector · President and CEO
GrantPhantom Stock · Derivative Not disclosed $31.29 $151.00
Disclosure

SEC source: 0001437749-26-008666 · rdgdoc.xml · derivative · entry 3

Gilfeather Michael J · CIK 0001333208 · Director · President and CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 26,460

Underlying: Common Stock · 151 shares

Expires not disclosed

F5 · derivative.exercise_price: 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.

F5 · derivative.exercise_date: 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.

F5 · derivative.expiration_date: 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.

Read SEC document
March 16, 2026 Filed Mar 17, 2026 21:04 UTC GrantPhantom Stock · Derivative Not disclosed $31.29 $142.00
Disclosure

SEC source: 0001437749-26-008648 · rdgdoc.xml · derivative · entry 2

Rowley Richard B · CIK 0001370312 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,869

Underlying: Common Stock · 142 shares

Expires not disclosed

F3 · derivative.exercise_price: 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.

F3 · derivative.exercise_date: 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.

F3 · derivative.expiration_date: 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.

Read SEC document
March 16, 2026 Filed Mar 17, 2026 21:11 UTC GrantPhantom Stock · Derivative Not disclosed $31.29 $2.00
Disclosure

SEC source: 0001437749-26-008664 · rdgdoc.xml · derivative · entry 2

Tirado Olga Luz · CIK 0001995774 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 377

Underlying: Common Stock · 2 shares

Expires not disclosed

F2 · derivative.exercise_price: 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.

F2 · derivative.exercise_date: 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.

F2 · derivative.expiration_date: 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.

Read SEC document
March 16, 2026 Filed Mar 17, 2026 21:08 UTC GrantPhantom Stock · Derivative Not disclosed $31.29 $57.00
Disclosure

SEC source: 0001437749-26-008655 · rdgdoc.xml · derivative · entry 2

Kennedy Marianna R · CIK 0001947963 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,914

Underlying: Common Stock · 57 shares

Expires not disclosed

F3 · derivative.exercise_price: 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.

F3 · derivative.exercise_date: 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.

F3 · derivative.expiration_date: 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.

Read SEC document
March 16, 2026 Filed Jul 6, 2026 16:47 UTC Amendment GrantPhantom Stock · Derivative Not disclosed $31.29 $1.00
Disclosure

SEC source: 0001437749-26-022718 · rdgdoc.xml · derivative · entry 2

Tirado Olga Luz · CIK 0001995774 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 243

Underlying: Common Stock · 1 shares

Expires not disclosed

F2 · derivative.exercise_price: 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.

F2 · derivative.exercise_date: 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.

F2 · derivative.expiration_date: 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.

Read SEC document
March 10, 2026 Filed Mar 12, 2026 16:35 UTC
Listner MichaelSVP and Chief Risk Officer
Tax withholdingCommon Stock 326 $31.47 $10,259.22
Disclosure

SEC source: 0001437749-26-007991 · rdgdoc.xml · nonDerivative · entry 1

Listner Michael · CIK 0001876359 · SVP and Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,974

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 11, 2024.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F3 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

Read SEC document
March 10, 2026 Filed Mar 12, 2026 16:32 UTC
Ruhl Joseph AReg Pres, Westchester County
Tax withholdingCommon Stock 459 $31.47 $14,444.73
Disclosure

SEC source: 0001437749-26-007984 · rdgdoc.xml · nonDerivative · entry 1

Ruhl Joseph A · CIK 0001875278 · Reg Pres, Westchester County

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 31,036

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 11, 2024.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F3 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

Read SEC document
March 10, 2026 Filed Mar 12, 2026 16:43 UTC Tax withholdingCommon Stock 499 $31.47 $15,703.53
Disclosure

SEC source: 0001437749-26-008003 · rdgdoc.xml · nonDerivative · entry 1

Coulter Michael J · CIK 0001875275 · EVP and CLO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,485

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 11, 2024.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

Read SEC document
March 10, 2026 Filed Mar 12, 2026 20:43 UTC
Sousa GregoryEVP and Deputy CLO
Tax withholdingCommon Stock 410 $31.47 $12,902.70
Disclosure

SEC source: 0001437749-26-008005 · rdgdoc.xml · nonDerivative · entry 1

Sousa Gregory · CIK 0001875279 · EVP and Deputy CLO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,870

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 11, 2024.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F3 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

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March 10, 2026 Filed Mar 12, 2026 20:32 UTC
Rooney StephenSVP, Chief Credit Officer
Tax withholdingCommon Stock 133 $31.47 $4,185.51
Disclosure

SEC source: 0001437749-26-007988 · rdgdoc.xml · nonDerivative · entry 1

Rooney Stephen · CIK 0001464333 · SVP, Chief Credit Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,135

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 11, 2024.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F3 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

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March 10, 2026 Filed Mar 12, 2026 20:40 UTC
Gilfeather Michael JDirector · President and CEO
Tax withholdingCommon Stock 1,682 $31.47 $52,932.54
Disclosure

SEC source: 0001437749-26-007998 · rdgdoc.xml · nonDerivative · entry 1

Gilfeather Michael J · CIK 0001333208 · Director · President and CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 109,347

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 11, 2024.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F3 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

F4 · balance_after: Includes restricted stock units which vest on December 31, 2026.

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March 10, 2026 Filed Mar 12, 2026 20:36 UTC
Lesler MichaelEVP, Chief Financial Officer
Tax withholdingCommon Stock 271 $31.47 $8,528.37
Disclosure

SEC source: 0001437749-26-007993 · rdgdoc.xml · nonDerivative · entry 1

Lesler Michael · CIK 0001393132 · EVP, Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,334

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 11, 2024.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F3 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

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March 10, 2026 Filed Mar 12, 2026 16:41 UTC
Dineen David PSVP, Dir. Wealth Services
Tax withholdingCommon Stock 277 $31.47 $8,717.19
Disclosure

SEC source: 0001437749-26-008000 · rdgdoc.xml · nonDerivative · entry 1

Dineen David P · CIK 0001681144 · SVP, Dir. Wealth Services

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,937

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on May 28, 2023.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 11, 2024.

F3 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

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March 10, 2026 Filed Mar 12, 2026 20:38 UTC
Jones Elizabeth ASVP, Chief Operating Officer
Tax withholdingCommon Stock 220 $31.47 $6,923.40
Disclosure

SEC source: 0001437749-26-007996 · rdgdoc.xml · nonDerivative · entry 1

Jones Elizabeth A · CIK 0001915399 · SVP, Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,950

F1 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 11, 2024.

F2 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.

F3 · balance_after: Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.

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February 20, 2026 Filed Feb 23, 2026 21:00 UTC GrantPhantom Stock · Derivative Not disclosed Not disclosed $1,011.00
Disclosure

SEC source: 0001437749-26-005070 · rdgdoc.xml · derivative · entry 5

Keane Kevin J · CIK 0001907910 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,380

Underlying: Common Stock · 1,011 shares

Expires not disclosed

F3 · derivative.exercise_price: 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.

F2 · price: Restricted stock units which vest 100% on February 20, 2026 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service.

F3 · derivative.exercise_date: 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.

F3 · derivative.expiration_date: 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.

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February 20, 2026 Filed Feb 23, 2026 21:00 UTC Disposition to issuerCommon Stock 995 Not disclosed Not disclosed
Disclosure

SEC source: 0001437749-26-005070 · rdgdoc.xml · nonDerivative · entry 2

Keane Kevin J · CIK 0001907910 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 19,266

F2 · price: Restricted stock units which vest 100% on February 20, 2026 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service.

F1 · balance_after: 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 · balance_after: Restricted stock units which vest 100% on February 20, 2026 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service.

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February 20, 2026 Filed Feb 23, 2026 20:55 UTC
Schiller JonDirector
GrantPhantom Stock · Derivative Not disclosed Not disclosed $1,011.00
Disclosure

SEC source: 0001437749-26-005058 · rdgdoc.xml · derivative · entry 3

Schiller Jon · CIK 0002040355 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,783

Underlying: Common Stock · 1,011 shares

Expires not disclosed

F2 · derivative.exercise_price: 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.

F1 · price: Restricted stock units which vest 100% on February 20, 2026 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service.

F3 · derivative.exercise_date: Restricted stock units which vest 100% on February 19, 2027, and are settled in shares of Issuer common stock upon separation from service of the reporting person.

F3 · derivative.expiration_date: Restricted stock units which vest 100% on February 19, 2027, and are settled in shares of Issuer common stock upon separation from service of the reporting person.

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February 20, 2026 Filed Feb 23, 2026 20:55 UTC
Schiller JonDirector
Disposition to issuerCommon Stock 995 Not disclosed Not disclosed
Disclosure

SEC source: 0001437749-26-005058 · rdgdoc.xml · nonDerivative · entry 2

Schiller Jon · CIK 0002040355 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,473

F1 · price: Restricted stock units which vest 100% on February 20, 2026 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service.

F1 · balance_after: Restricted stock units which vest 100% on February 20, 2026 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service.

Read SEC document
February 20, 2026 Filed Feb 23, 2026 20:57 UTC GrantPhantom Stock · Derivative Not disclosed Not disclosed $1,011.00
Disclosure

SEC source: 0001437749-26-005062 · rdgdoc.xml · derivative · entry 4

Rouis Jonathan F · CIK 0001875271 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,043

Underlying: Common Stock · 1,011 shares

Expires not disclosed

F3 · derivative.exercise_price: 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.

F2 · price: Restricted stock units which vest 100% on February 20, 2026 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service.

F3 · derivative.exercise_date: 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.

F3 · derivative.expiration_date: 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.

Read SEC document
February 20, 2026 Filed Feb 23, 2026 20:57 UTC Disposition to issuerCommon Stock 995 Not disclosed Not disclosed
Disclosure

SEC source: 0001437749-26-005062 · rdgdoc.xml · nonDerivative · entry 2

Rouis Jonathan F · CIK 0001875271 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,166

F2 · price: Restricted stock units which vest 100% on February 20, 2026 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service.

F1 · balance_after: 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 · balance_after: Restricted stock units which vest 100% on February 20, 2026 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service.

Read SEC document
February 20, 2026 Filed Feb 23, 2026 20:58 UTC GrantPhantom Stock · Derivative Not disclosed Not disclosed $1,011.00
Disclosure

SEC source: 0001437749-26-005065 · rdgdoc.xml · derivative · entry 5

Morrison William D · CIK 0001875297 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,154

Underlying: Common Stock · 1,011 shares

Expires not disclosed

F3 · derivative.exercise_price: 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.

F2 · price: Restricted stock units which vest 100% on February 20, 2026 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service.

F3 · derivative.exercise_date: 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.

F3 · derivative.expiration_date: 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.

Read SEC document
February 20, 2026 Filed Feb 23, 2026 20:58 UTC Disposition to issuerCommon Stock 995 Not disclosed Not disclosed
Disclosure

SEC source: 0001437749-26-005065 · rdgdoc.xml · nonDerivative · entry 2

Morrison William D · CIK 0001875297 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 102,510

F2 · price: Restricted stock units which vest 100% on February 20, 2026 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service.

F1 · balance_after: 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 · balance_after: Restricted stock units which vest 100% on February 20, 2026 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service.

Read SEC document
February 20, 2026 Filed Feb 23, 2026 21:01 UTC GrantPhantom Stock · Derivative Not disclosed Not disclosed $1,011.00
Disclosure

SEC source: 0001437749-26-005073 · rdgdoc.xml · derivative · entry 7

HOLCOMBE GREGORY F · CIK 0001191186 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 22,997

Underlying: Common Stock · 1,011 shares

Expires not disclosed

F3 · derivative.exercise_price: 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.

F2 · price: Restricted stock units which vest 100% on February 20, 2026 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service.

F3 · derivative.exercise_date: 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.

F3 · derivative.expiration_date: 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.

Read SEC document
February 20, 2026 Filed Feb 23, 2026 21:01 UTC Disposition to issuerCommon Stock 995 Not disclosed Not disclosed
Disclosure

SEC source: 0001437749-26-005073 · rdgdoc.xml · nonDerivative · entry 2

HOLCOMBE GREGORY F · CIK 0001191186 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 68,824

F2 · price: Restricted stock units which vest 100% on February 20, 2026 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service.

F1 · balance_after: 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 · balance_after: Restricted stock units which vest 100% on February 20, 2026 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service.

Read SEC document
February 20, 2026 Filed Feb 23, 2026 20:56 UTC GrantPhantom Stock · Derivative Not disclosed Not disclosed $1,011.00
Disclosure

SEC source: 0001437749-26-005060 · rdgdoc.xml · derivative · entry 3

Rowley Richard B · CIK 0001370312 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,727

Underlying: Common Stock · 1,011 shares

Expires not disclosed

F3 · derivative.exercise_price: 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.

F2 · price: Restricted stock units which vest 100% on February 20, 2026 (including accumulated dividends) and were deferred into the Orange County Bancorp, Inc. Stock-Based Deferral Plan, as amended and restated. The restricted stock units will settle in shares of Issuer common stock upon the reporting person's separation from service.

F3 · derivative.exercise_date: 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.

F3 · derivative.expiration_date: 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.

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Value uses the disclosed total when available, otherwise shares × reported transaction price. It is not an estimate of exercise cash cost or investment performance.