# EDGAR Filing Document

**Accession Number:** 0001754226
**File Stem:** 0000943374-25-000432
**Filing Date:** 2025-10
**Character Count:** 9184
**Document Hash:** 698fcd2ec00e16360254783fc0f4433c
**Contains OCR:** False
**Source Format:** 

## Filing Content

## Filing Summary
**0000943374-25-000432.hdr.sgml**: 20251010

**ACCESSION NUMBER**: 0000943374-25-000432

**CONFORMED SUBMISSION TYPE**: 8-K

**PUBLIC DOCUMENT COUNT**: 13

**CONFORMED PERIOD OF REPORT**: 20251010

**ITEM INFORMATION**: Temporary Suspension of Trading Under Registrant's Employee Benefit Plans

**ITEM INFORMATION**: Financial Statements and Exhibits

**FILED AS OF DATE**: 20251010

**DATE AS OF CHANGE**: 20251010

**FILER**: 

**COMPANY DATA:**
- **COMPANY CONFORMED NAME:** Orange County Bancorp, Inc. /DE/
- **CENTRAL INDEX KEY:** 0001754226
- **STANDARD INDUSTRIAL CLASSIFICATION:** STATE COMMERCIAL BANKS [6022]
- **ORGANIZATION NAME:** 02 Finance
- **EIN:** 261135778
- **STATE OF INCORPORATION:** DE
- **FISCAL YEAR END:** 1231

**FILING VALUES:**
- **FORM TYPE:** 8-K
- **SEC ACT:** 1934 Act
- **SEC FILE NUMBER:** 001-40711
- **FILM NUMBER:** 251388730

**BUSINESS ADDRESS:**
- **STREET 1:** 212 DOLSON AVENUE
- **CITY:** MIDDLETOWN
- **STATE:** NY
- **ZIP:** 10940
- **BUSINESS PHONE:** (845) 341-5000

**MAIL ADDRESS:**
- **STREET 1:** 212 DOLSON AVENUE
- **CITY:** MIDDLETOWN
- **STATE:** NY
- **ZIP:** 10940

?xml version='1.0' encoding='ASCII'?

#### SECURITIES AND EXCHANGE COMMISSION

#### Washington, D.C. 20549

#### FORM 8-K

#### CURRENT REPORT
PURSUANT TO SECTION 13 OR 15(D) OF

THE SECURITIES EXCHANGE ACT OF 1934

Date of Report (Date of earliest event reported): October 10, 2025

#### Orange County Bancorp, Inc.
(Exact Name of Registrant as Specified in Its Charter)

---

| | | |
|:---|:---|:---|
| <u>Delaware</u><br>| <u>001-40711</u><br>| <u>26-1135778</u><br>|
|  (State or other jurisdiction of | (Commission File Number) | (I.R.S. Employer |
| Incorporation or organization) |  | Identification No.) |
| <u>212 Dolson Avenue, Middletown, New York 10940</u> | <u>212 Dolson Avenue, Middletown, New York 10940</u> | <u>212 Dolson Avenue, Middletown, New York 10940</u> |
| (Address of principal executive offices) (Zip Code) | (Address of principal executive offices) (Zip Code) | (Address of principal executive offices) (Zip Code) |

---

<u>(845) 341-5000</u>

(Registrant's telephone number, including area code)

<u>Not Applicable</u>

(Former name or former address, if changed since last report)

Check the appropriate box below if the Form 8-K filing is intended to simultaneously satisfy the filing obligation of the registrant under any of the following provisions:

☐ Written communications pursuant to Rule 425 under the Securities Act (17 CFR 230.425)

☐ Soliciting material pursuant to Rule 14a-12 under the Exchange Act (17 CFR 240.14a-12)

☐ Pre-commencement communications pursuant to Rule 14d-2(b) under the Exchange Act (17 CFR 240.14d-2(b))

☐ Pre-commencement communications pursuant to Rule 13e-4(c) under the Exchange Act (17 CFR 240.13e-4(c))

Securities registered pursuant to Section 12(b) of the Act:

---

| | | |
|:---|:---|:---|
| Title of each class | Trading symbol(s) | Name of each exchange on which registered |
| Common Stock, par value $0.25<br>| OBT<br>| The Nasdaq Stock Market LLC<br>|

---

Indicate by check mark whether the registrant is an emerging growth company as defined in Rule 405 of the Securities Act of 1933 (17 CFR §230.405) or Rule 12b-2 of the Securities Exchange Act of 1934 (17 CFR §240.12b-2).

Emerging growth company ☒

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. ☐

------

**Item 5.04 Temporary Suspension of Trading Under Registrant's Employee Benefit Plans.**

On October 10, 2025, a notice (the "Notice") of an impending "blackout period" for trading in the common stock of Orange County Bancorp, Inc. (the "Company"), beginning on November 10, 2025, was issued to executive officers and directors of the Company pursuant to Rule 104 of Regulation BTR, promulgated under Section 306(a)(6) of the Sarbanes-Oxley Act of 2002.

The blackout period, which is necessary to transfer the assets, recordkeeping and other services related to the Orange County Bancorp, Inc. 401(k) Plan (the "Plan") from the current administrator of the Plan, Empower Retirement, LLC, to Principal will begin at 4:00 p.m., Eastern time, on November 10, 2025, and is expected to be completed by the week of November 30, 2025, provided, however, that the blackout period may be extended due to events that are beyond the control of the Company.

Under the Sarbanes-Oxley Act of 2002 and Regulation BTR, the executive officers and directors of the Company will generally be prohibited from engaging in transactions involving an equity security of the Company during this blackout period, including transactions involving shares of Company common stock that are held outside of the Plan.

During the blackout period, and for a period of two years after the end date thereof, a security holder or other interested person may obtain, without charge, information regarding the blackout period, including the actual beginning and end dates of the blackout period from, and may direct other inquiries about the blackout period to, Michael Lesler, Executive Vice President and Chief Financial Officer of the Company, at 212 Dolson Avenue, Middletown, New York 10940; telephone number: (845) 341-5111.

A copy of the Notice is attached hereto as Exhibit 99.1 and is incorporated herein by reference.

**Item 9.01 Financial Statements and Exhibits.**

---

| | | |
|:---|:---|:---|
| (d) | Exhibits | Exhibits |
|  | Number | Description |
|  | [99.1](ex99-1_8k101025.htm) | [Notice to Directors and Executive Officers of Orange County Bancorp, Inc. Concerning Limitations on Trading Securities of Orange County Bancorp, Inc.](ex99-1_8k101025.htm) |
|  | 104 | Cover Page Interactive Data File (embedded within the Inline XBRL document) |

---

------

#### SIGNATURE
Pursuant to the requirements of the Securities Exchange Act of 1934, the Registrant has duly caused this Report to be signed on its behalf by the undersigned thereunto duly authorized.

---

| | | |
|:---|:---|:---|
|  |  | **ORANGE COUNTY BANCORP, INC.** |
| Date: October 10, 2025 | By: <br>| <u>/s/ Michael Lesler</u> |
|  |  | Michael Lesler |
|  |  | Executive Vice President and Chief Financial Officer |

---

## Exhibit 99.1

**EXHIBIT 99.1**<br>

#### IMPORTANT NOTICE CONCERNING THE ORANGE COUNTY BANCORP, INC. 401(K) PLAN AND YOUR ABILITY TO TRADE SECURITIES OF ORANGE COUNTY BANCORP, INC.

October 10, 2025

This notice is being sent to all executive officers and directors of Orange County Bancorp, Inc. in accordance with Section 306(a) of the Sarbanes-Oxley Act of 2002 and Rule 104 of Securities and Exchange Regulation BTR ("Sarbanes-Oxley).

In connection with a change in the recordkeeper of the Orange County Bancorp, Inc. 401(k) Plan (the "Plan"), Plan participants will temporarily be unable to direct or diversify the assets held in their Plan accounts, including shares of Orange County Bancorp, Inc. common stock. This period, during which participants will be unable to exercise these rights otherwise available under the Plan, is called a "blackout period."

During this blackout period, you may not directly or indirectly purchase, sell, or otherwise acquire or transfer any equity security of Orange County Bancorp, Inc. acquired in connection with your service or employment as a director or executive officer of Orange County Bancorp, Inc. Although you are permitted to engage in transactions involving equity securities that were not acquired in connection with your services as a director or executive officer, there is a presumption that any such transactions are prohibited unless you can identify the source of the shares of Orange County Bancorp, Inc. and show that you used the same identification for all related purposes, such as tax reporting and disclosure requirements.

**The blackout period, which is necessary to transfer the assets, recordkeeping and other services related to the Plan from the current administrator of the Plan, Empower Retirement, LLC, to Principal will begin at 4:00 p.m., Eastern time, on November 10, 2025, and is expected to be completed by the week of November 30, 2025, provided, however, that the blackout period may be extended due to events that are beyond the control of Orange County Bancorp, Inc.**

*In addition to this Sarbanes-Oxley blackout, please remember that Orange County Bancorp, Inc. observes regularly scheduled blackout periods that restrict your ability to trade in Orange County Bancorp, Inc. stock.* 

During the blackout period, and for a period of two years after the end date thereof, a security holder or other interested person may obtain, without charge, information regarding the blackout period, including the actual beginning and end dates of the blackout period from, and may direct other inquiries about the blackout period to, Michael Lesler, Executive Vice President and Chief Financial Officer of the Company, at 212 Dolson Avenue, Middletown, New York 10940; telephone number: (845) 341-5111.

<br>