Orange County Bancorp OBT Insider Ownership

NASDAQ OBT

$37.56 +0.81 (+2.20%)

At close: Oct 20, 2026 · 4:00 PM EDT

Insider Holdings by Owner

1.17Mn Shares

Insider Ownership Statistics

as of 30 Sep, 2026

Insider Ownership

8.04%

▼-0.075% pp QoQ

Shares Held by Insiders

1.08Mn

filed for Sep 2026

▼-0.93% QoQ

Shares Outstanding

13.41Mn

13,407,963 shares

Direct Holdings

990.63K

Indirect: 87.24K

Net Shares Traded (QoQ)

-10.11K

net selling in Sep 2026

Insiders Holding Shares

with Form 4 holdings on file

Shares Owned by Insiders

Shares held % of outstanding

Latest —

Average ownership —

Peak ownership —

Shares Purchased/Sold by Insiders

Bought Sold

Latest quarter —

Net over range —

Buying quarters —

Insider Ownership Summary

Updated Oct 10, 2026

In the last 12 months, insiders at Orange County Bancorp made open-market purchases of $45,883 (1.85K shares) and open-market sales of $204,942 (5.55K shares).

Behind Orange County Bancorp's open-market trades in the past 12 months were one insider buying and 3 insiders selling.
Among Orange County Bancorp insiders, Michael J. Gilfeather (President and CEO) led open-market buying over the past 12 months with $45,883 of purchases (1.85K shares); the latest was on March 19, 2026.
Conversely, Gregory Sousa (EVP and Deputy CLO) was OBT's largest open-market seller in the past 12 months, with $118,071 of sales (3.05K shares); the latest was on August 3, 2026.
The latest open-market trade on record is a sale of 1.5K shares for $58,065 by Stephen Rooney (SVP, Chief Credit Officer) on August 4, 2026.
Away from the open market, OBT insiders received 60.41K shares in stock awards, gave up 18.41K shares to cover taxes or exercise prices and gave away 34.72K shares as gifts over the last 12 months.
Per Business Quant, OBT insiders together hold 1.08Mn shares based on their latest Form 4 filings, down 0.93% from 1.09Mn shares at the end of Q2 2026.
By type of ownership, OBT insiders hold 91.91% of their shares directly (990.63K shares) and 8.09% indirectly (87.24K shares).
Business Quant counts 17 insiders with holdings in Orange County Bancorp stock, among the officers, directors and 10% owners who have filed a Form 4 in the past two years.
Orange County Bancorp's three largest insider shareholders, based on their latest Form 4 filings, are Richard B. Rowley (Director, 537.13K shares), Michael J. Gilfeather (President and CEO, 145.85K shares) and Gregory F. Holcombe (Director, 118.46K shares).
Of the shares held by OBT insiders, 49.83% belong to Richard B. Rowley.
Institutions owned 53.78% of OBT shares as of Q2 2026; insiders' latest Form 4 filings account for about 8.04%, leaving roughly 38.18% with other investors, including the public.
Over the trailing 12 months, 17 insiders reported transactions in OBT stock across 51 Form 4 filings.
These insider figures for Orange County Bancorp are based on Form 4 filings through August 4, 2026.

Form 4 Holdings

Insiders Holding OBT

Insiders 22

Shares held 1.17Mn

Of outstanding 8.73%

#	Insider	Position	Direct	Indirect	Total	Share of Insiders	Last Filed
1	Richard B Rowley	Director	537,134	0	537,134	45.9%	23 Feb, 2026
2	Michael J Gilfeather	President And Ceo	129,449	16,400	145,849	12.5%	23 Mar, 2026
3	Louis Heimbach	Director	114,778	6,448	121,226	10.4%	04 Jan, 2024
4	William D Morrison	Director	102,510	0	102,510	8.8%	23 Feb, 2026
5	Gregory F Holcombe	Director	68,824	0	68,824	5.9%	17 Mar, 2026
6	Joseph A Ruhl	Reg Pres, Westchester County	34,782	0	34,782	3.0%	23 Mar, 2026
7	Robert L Peacock	Sevp And Cfo	20,604	0	20,604	1.8%	17 Feb, 2023
8	Kevin J Keane	Director	19,266	0	19,266	1.6%	23 Feb, 2026
9	Michael Lesler	Evp, Chief Financial Officer	16,216	0	16,216	1.4%	23 Mar, 2026
10	Jon Schiller	Director	12,473	0	12,473	1.1%	23 Feb, 2026
11	David P Dineen	Svp, Dir. Wealth Services	11,480	0	11,480	1.0%	23 Mar, 2026
12	Elizabeth A Jones	Svp, Chief Operating Officer	11,266	0	11,266	1.0%	23 Mar, 2026
13	Gregory Sousa	Evp And Deputy Clo	10,572	0	10,572	0.9%	03 Aug, 2026
14	Terry R Saturno	Director	10,380	0	10,380	0.9%	10 Aug, 2023
15	Michael Listner	Svp And Chief Risk Officer	9,969	0	9,969	0.9%	23 Mar, 2026
16	Jonathan F Rouis	Director	9,166	0	9,166	0.8%	23 Feb, 2026
17	Stephen Rooney	Svp, Chief Credit Officer	8,606	0	8,606	0.7%	04 Aug, 2026
18	Frank Skuthan	Svp, Dir Trust Services	5,614	0	5,614	0.5%	17 Feb, 2023
19	Gustave J Scacco	Director	5,560	0	5,560	0.5%	25 Sep, 2024
20	Michael J Coulter	Evp And Clo	4,485	0	4,485	0.4%	12 Mar, 2026
21	Olga Luz Tirado	Director	2,963	0	2,963	0.3%	23 Feb, 2026
22	Marianna R Kennedy	Director	1,466	0	1,466	0.1%	23 Feb, 2026

Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.

Form 4 Filings

500 Insider Transactions

Source SEC Form 4

Latest quarter Sep 2026

Date	Insider	Position	Transaction	Shares	Price	Value	Shares Held After	Ownership
04 Aug, 2026	Stephen Rooney	Svp, Chief Credit Officer	Disposed S	1,500	$38.71	$58.07K	8,606	Direct
30 Jul, 2026	Gregory Sousa	Evp And Deputy Clo	Disposed S	1,165	$38.75	$45.14K	12,454	Direct
03 Aug, 2026	Gregory Sousa	Evp And Deputy Clo	Disposed S	1,882	$38.75	$72.93K	10,572	Direct
19 Mar, 2026	Stephen Rooney	Svp, Chief Credit Officer	Acquired A	2,812	$0.00	$0	10,947	Direct
19 Mar, 2026	Gregory Sousa	Evp And Deputy Clo	Acquired A	5,056	$0.00	$0	14,926	Direct
19 Mar, 2026	Michael J Gilfeather	President And Ceo	Acquired A	16,853	$0.00	$0	126,200	Direct
19 Mar, 2026	Elizabeth A Jones	Svp, Chief Operating Officer	Acquired A	3,792	$0.00	$0	11,922	Direct
19 Mar, 2026	Michael Listner	Svp And Chief Risk Officer	Acquired A	2,827	$0.00	$0	10,801	Direct
19 Mar, 2026	Joseph A Ruhl	Reg Pres, Westchester County	Acquired A	5,133	$0.00	$0	36,159	Direct
19 Mar, 2026	David P Dineen	Svp, Dir. Wealth Services	Acquired A	4,333	$0.00	$0	12,270	Direct
19 Mar, 2026	Michael Lesler	Evp, Chief Financial Officer	Acquired A	5,059	$0.00	$0	17,393	Direct
19 Mar, 2026	Gregory Sousa	Evp And Deputy Clo	Disposed F	1,307	$31.15	$40.71K	13,619	Direct
19 Mar, 2026	Elizabeth A Jones	Svp, Chief Operating Officer	Disposed F	656	$31.15	$20.43K	11,266	Direct
19 Mar, 2026	Stephen Rooney	Svp, Chief Credit Officer	Disposed F	841	$31.15	$26.20K	10,106	Direct
19 Mar, 2026	David P Dineen	Svp, Dir. Wealth Services	Disposed F	790	$31.15	$24.61K	11,480	Direct
19 Mar, 2026	Michael Listner	Svp And Chief Risk Officer	Disposed F	832	$31.15	$25.92K	9,969	Direct
19 Mar, 2026	Joseph A Ruhl	Reg Pres, Westchester County	Disposed F	1,377	$31.15	$42.89K	34,782	Direct
19 Mar, 2026	Michael Lesler	Evp, Chief Financial Officer	Disposed F	1,177	$31.15	$36.66K	16,216	Direct
19 Mar, 2026	Michael J Gilfeather	President And Ceo	Acquired A	9,438	$0.00	$0	135,638	Direct
19 Mar, 2026	Michael J Gilfeather	President And Ceo	Disposed F	6,189	$31.15	$192.79K	129,449	Direct

Showing 1 to 20 of 500 transactions