Orange County Bancorp, Inc.

OBT·NASDAQ·$34.46Share Price as of 11/2·$462MMarket Cap as of 11/2

Financials

10-QQ2 ended 06/30/2608/10/26 10-QQ1 ended 03/31/2605/11/26 10-KFY 202503/16/26 10-QQ3 ended 09/30/2511/10/25 10-QQ2 ended 06/30/2508/11/25

Disclosures

8-KCurrent report10/28/26 8-KCurrent report09/23/26 8-KCurrent report08/21/26 8-KCurrent report07/28/26 8-KCurrent report05/27/26

Prospectuses and Registrations

424B5Prospectus supplement06/04/25 424B5Prospectus supplement06/03/25 FWPFree writing prospectus06/03/25 POS AMPost-effective amendment07/12/24 S-3Shelf registration07/12/24

Proxies

DEF 14ADefinitive proxy04/15/26 DEF 14ADefinitive proxy04/11/25 DEF 14ADefinitive proxy04/12/24 DEF 14ADefinitive proxy04/14/23 DEF 14ADefinitive proxy04/19/22

Ownership

Form 4Insider transaction10/30/26 SC 13G/ABeneficial ownership (amended)10/27/26 Form 4Insider transaction10/02/26 Form 4Insider transaction10/02/26 Form 4Insider transaction10/02/26

Other

11-KEmployee stock purchase plan report06/25/26 ARSAnnual report to shareholders04/15/26 DD09/30/25 11-KEmployee stock purchase plan report06/30/25 ARSAnnual report to shareholders04/11/25