Orange County Bancorp Inc. (OBT) - Insider Trading & Ownership

Real time insider trading transaction history:

  • Insiders are prohibited from making short-swing profits by trading their shares within 6 months of the registration or acquiring the shares.
  • Shares are not adjusted for stock split.
"Insiders might sell their shares for any number of reasons, but they buy them for only one: they think the price will rise"
- Peter Lynch
What is insider trading>>
Time period
Insider Trading Transactions for Orange County Bancorp Inc.
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Common stock purchase or sale:
Transaction
Date
Reported
DateTime
CompanySymbolInsider
Relationship
Shares
Traded
Average
Price
Total
Amount
Shares
Owned
Filing
2026-03-19
Purchase
2026-03-23
5:42 pm
Orange County Bancorp Inc.OBTGilfeather Michael J
President and CEO
200$31.25$6,250172,309
(Indirect
Direct)
View
2026-02-20
Sale(A)
2026-03-17
1:51 pm
Orange County Bancorp Inc.OBTHOLCOMBE GREGORY F
Director
995$0$0189,246
(Indirect
Direct)
View

Stock options: Exercise, Award, Grant, Conversion
Transaction
Date
Reported
DateTime
Exercisable
Expiration
CompanySymnbolInsider
Relationship
Shares
Traded
Conversion
Price
Shares
Owned
Filing
2026-06-15
Option Award
2026-06-17
10:01 am
N/A
N/A
Orange County Bancorp Inc.OBTTirado Olga Luz
Director
3$35.353,497
(Direct)
View
2026-06-15
Option Award
2026-06-17
10:00 am
N/A
N/A
Orange County Bancorp Inc.OBTGilfeather Michael J
President and CEO
134$35.35172,445
(Direct)
View
2026-06-15
Option Award
2026-06-17
09:59 am
N/A
N/A
Orange County Bancorp Inc.OBTHOLCOMBE GREGORY F
Director
127$35.35190,212
(Direct)
View
2026-06-15
Option Award
2026-06-17
09:58 am
N/A
N/A
Orange County Bancorp Inc.OBTKeane Kevin J
Director
92$35.3545,692
(Direct)
View
2026-06-15
Option Award
2026-06-17
09:57 am
N/A
N/A
Orange County Bancorp Inc.OBTKennedy Marianna R
Director
51$35.3511,607
(Direct)
View
2026-06-15
Option Award
2026-06-17
09:56 am
N/A
N/A
Orange County Bancorp Inc.OBTLesler Michael
EVP, Chief Financial Officer
13$35.3522,371
(Direct)
View
2026-06-15
Option Award
2026-06-17
09:55 am
N/A
N/A
Orange County Bancorp Inc.OBTMorrison William D
Director
11$35.35115,944
(Direct)
View
2026-06-15
Option Award
2026-06-17
09:54 am
N/A
N/A
Orange County Bancorp Inc.OBTRouis Jonathan F
Director
37$35.3516,826
(Direct)
View
2026-06-15
Option Award
2026-06-17
09:53 am
N/A
N/A
Orange County Bancorp Inc.OBTRowley Richard B
Director
132$35.35563,113
(Direct)
View
2026-06-15
Option Award
2026-06-17
09:52 am
N/A
N/A
Orange County Bancorp Inc.OBTSchiller Jon
Director
28$35.3517,933
(Direct)
View
2026-06-15
Option Award
2026-06-17
09:44 am
N/A
N/A
Orange County Bancorp Inc.OBTSousa Gregory
EVP and Deputy CLO
25$35.3525,653
(Direct)
View
2026-05-01
Option Award
2026-05-06
12:57 pm
N/A
N/A
Orange County Bancorp Inc.OBTRowley Richard B
Director
279$34.1562,983
(Direct)
View
2026-04-01
Option Award
2026-04-02
12:18 pm
N/A
N/A
Orange County Bancorp Inc.OBTHOLCOMBE GREGORY F
Director
701$32.32190,085
(Direct)
View
2026-04-01
Option Award
2026-04-02
12:16 pm
N/A
N/A
Orange County Bancorp Inc.OBTKeane Kevin J
Director
622$32.3245,600
(Direct)
View
2026-04-01
Option Award
2026-04-02
12:15 pm
N/A
N/A
Orange County Bancorp Inc.OBTKennedy Marianna R
Director
175$32.3211,555
(Direct)
View
2026-04-01
Option Award
2026-04-02
12:13 pm
N/A
N/A
Orange County Bancorp Inc.OBTRouis Jonathan F
Director
139$32.3216,788
(Direct)
View
2026-04-01
Option Award
2026-04-02
12:12 pm
N/A
N/A
Orange County Bancorp Inc.OBTRowley Richard B
Director
701$32.32562,704
(Direct)
View
2026-04-01
Option Award
2026-04-02
12:07 pm
N/A
N/A
Orange County Bancorp Inc.OBTSchiller Jon
Director
622$32.3217,906
(Direct)
View
2026-04-01
Option Award
2026-04-02
12:06 pm
N/A
N/A
Orange County Bancorp Inc.OBTTirado Olga Luz
Director
155$32.323,495
(Direct)
View
2026-03-19
Tax Withholding
2026-03-23
5:51 pm
N/A
N/A
Orange County Bancorp Inc.OBTJones Elizabeth A
SVP, Chief Operating Officer
656$31.1511,266
(Direct)
View
2026-03-19
Option Award
2026-03-23
5:51 pm
N/A
N/A
Orange County Bancorp Inc.OBTJones Elizabeth A
SVP, Chief Operating Officer
3,792$011,266
(Direct)
View
2026-03-19
Tax Withholding
2026-03-23
5:50 pm
N/A
N/A
Orange County Bancorp Inc.OBTLesler Michael
EVP, Chief Financial Officer
1,177$31.1522,358
(Direct)
View
2026-03-19
Option Award
2026-03-23
5:50 pm
N/A
N/A
Orange County Bancorp Inc.OBTLesler Michael
EVP, Chief Financial Officer
5,059$022,358
(Direct)
View
2026-03-19
Tax Withholding
2026-03-23
5:49 pm
N/A
N/A
Orange County Bancorp Inc.OBTListner Michael
SVP and Chief Risk Officer
832$31.159,969
(Direct)
View
2026-03-19
Option Award
2026-03-23
5:49 pm
N/A
N/A
Orange County Bancorp Inc.OBTListner Michael
SVP and Chief Risk Officer
2,827$09,969
(Direct)
View
2026-03-19
Tax Withholding
2026-03-23
5:48 pm
N/A
N/A
Orange County Bancorp Inc.OBTRooney Stephen
SVP, Chief Credit Officer
841$31.1510,106
(Direct)
View
2026-03-19
Option Award
2026-03-23
5:48 pm
N/A
N/A
Orange County Bancorp Inc.OBTRooney Stephen
SVP, Chief Credit Officer
2,812$010,106
(Direct)
View
2026-03-19
Tax Withholding
2026-03-23
5:46 pm
N/A
N/A
Orange County Bancorp Inc.OBTRuhl Joseph A
Reg Pres, Westchester County
1,377$31.1534,782
(Direct)
View
2026-03-19
Option Award
2026-03-23
5:46 pm
N/A
N/A
Orange County Bancorp Inc.OBTRuhl Joseph A
Reg Pres, Westchester County
5,133$034,782
(Direct)
View
2026-03-19
Tax Withholding
2026-03-23
5:45 pm
N/A
N/A
Orange County Bancorp Inc.OBTSousa Gregory
EVP and Deputy CLO
1,307$31.1525,627
(Direct)
View
2026-03-19
Option Award
2026-03-23
5:45 pm
N/A
N/A
Orange County Bancorp Inc.OBTSousa Gregory
EVP and Deputy CLO
5,056$025,627
(Direct)
View
2026-03-19
Tax Withholding
2026-03-23
5:44 pm
N/A
N/A
Orange County Bancorp Inc.OBTDineen David P
SVP, Dir. Wealth Services
790$31.1514,260
(Direct)
View
2026-03-19
Option Award
2026-03-23
5:44 pm
N/A
N/A
Orange County Bancorp Inc.OBTDineen David P
SVP, Dir. Wealth Services
4,333$014,260
(Direct)
View
2026-03-19
Tax Withholding
2026-03-23
5:42 pm
N/A
N/A
Orange County Bancorp Inc.OBTGilfeather Michael J
President and CEO
6,189$31.15172,309
(Direct)
View
2026-03-19
Option Award
2026-03-23
5:42 pm
N/A
N/A
Orange County Bancorp Inc.OBTGilfeather Michael J
President and CEO
26,291$0172,309
(Direct)
View
2026-03-16
Option Award
2026-03-17
5:16 pm
N/A
N/A
Orange County Bancorp Inc.OBTGilfeather Michael J
President and CEO
151$31.29152,007
(Direct)
View
2026-03-16
Option Award
2026-03-17
5:11 pm
N/A
N/A
Orange County Bancorp Inc.OBTTirado Olga Luz
Director
2$31.293,340
(Direct)
View
2026-03-16
Option Award
2026-03-17
5:10 pm
N/A
N/A
Orange County Bancorp Inc.OBTHOLCOMBE GREGORY F
Director
138$31.29189,384
(Direct)
View
2026-03-16
Option Award
2026-03-17
5:09 pm
N/A
N/A
Orange County Bancorp Inc.OBTKeane Kevin J
Director
100$31.2944,978
(Direct)
View
2026-03-16
Option Award
2026-03-17
5:08 pm
N/A
N/A
Orange County Bancorp Inc.OBTKennedy Marianna R
Director
57$31.2911,380
(Direct)
View
2026-03-16
Option Award
2026-03-17
5:06 pm
N/A
N/A
Orange County Bancorp Inc.OBTMorrison William D
Director
12$31.29115,932
(Direct)
View
2026-03-16
Option Award
2026-03-17
5:05 pm
N/A
N/A
Orange County Bancorp Inc.OBTRouis Jonathan F
Director
40$31.2916,649
(Direct)
View
2026-03-16
Option Award
2026-03-17
5:04 pm
N/A
N/A
Orange County Bancorp Inc.OBTRowley Richard B
Director
142$31.29562,003
(Direct)
View
2026-03-16
Option Award
2026-03-17
5:03 pm
N/A
N/A
Orange County Bancorp Inc.OBTSchiller Jon
Director
27$31.2917,284
(Direct)
View
2026-03-16
Option Award
2026-03-17
5:02 pm
N/A
N/A
Orange County Bancorp Inc.OBTSousa Gregory
EVP and Deputy CLO
28$31.2921,607
(Direct)
View
2026-02-20
Option Award(A)
2026-03-17
1:51 pm
N/A
N/A
Orange County Bancorp Inc.OBTHOLCOMBE GREGORY F
Director
1,877$0189,246
(Direct)
View
2026-03-10
Tax Withholding
2026-03-12
4:43 pm
N/A
N/A
Orange County Bancorp Inc.OBTSousa Gregory
EVP and Deputy CLO
410$31.4721,579
(Direct)
View
2026-03-10
Tax Withholding
2026-03-12
4:43 pm
N/A
N/A
Orange County Bancorp Inc.OBTCoulter Michael J
EVP and CLO
499$31.474,518
(Direct)
View
(A) Indicate amendment filing.
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