0001104659-21-090389 Sample Contracts

FORM OF SUBORDINATED NOTE PURCHASE AGREEMENT
Form of Subordinated Note Purchase Agreement • July 9th, 2021 • Orange County Bancorp, Inc. /DE/ • State commercial banks • New York

This SUBORDINATED NOTE PURCHASE AGREEMENT (this “Agreement”) is dated as of September 24, 2020, and is made by and among Orange County Bancorp, Inc., a Delaware corporation (the “Company”), and the several purchasers of the Subordinated Notes (as defined herein) identified on the signature pages hereto (each a “Purchaser” and collectively, the “Purchasers”).

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EMPLOYMENT AGREEMENT
Employment Agreement • July 9th, 2021 • Orange County Bancorp, Inc. /DE/ • State commercial banks • New York

This Employment Agreement (the "Agreement") is made and entered into, effective as of January 1, 2018 (the "Effective Date"), by and between Orange Bank & Trust Company (the "Bank") and Joseph Ruhl ("Executive"). Any reference to the "Company" shall mean Orange County Bancorp, Inc. or any successor thereto.

PARTICIPATION AGREEMENT UNDER THE ORANGE BANK & TRUST COMPANY PERFORMANCE-BASED SUPPLEMENTAL EXECUTIVE RETIREMENT PLAN
Participation Agreement • July 9th, 2021 • Orange County Bancorp, Inc. /DE/ • State commercial banks • New York

THIS PARTICIPATION AGREEMENT is effective as of January 1, 2018 by and between ORANGE BANK & TRUST COMPANY (the “Employer”), and John Bartolotta, an executive of the Employer (referred to herein as the “Participant” and the “Executive”) (the “Participation Agreement”).

PARTICIPATION AGREEMENT UNDER THE ORANGE BANK & TRUST COMPANY PERFORMANCE-BASED SUPPLEMENTAL EXECUTIVE RETIREMENT PLAN
Participation Agreement • July 9th, 2021 • Orange County Bancorp, Inc. /DE/ • State commercial banks • New York

THIS PARTICIPATION AGREEMENT is effective as of January 1, 2018 by and between ORANGE BANK & TRUST COMPANY (the “Employer”), and Joseph Ruhl, an executive of the Employer (referred to herein as the “Participant” and the “Executive”) (the “Participation Agreement”).

PARTICIPATION AGREEMENT UNDER THE ORANGE BANK & TRUST COMPANY PERFORMANCE-BASED SUPPLEMENTAL EXECUTIVE RETIREMENT PLAN
Participation Agreement • July 9th, 2021 • Orange County Bancorp, Inc. /DE/ • State commercial banks • New York

THIS PARTICIPATION AGREEMENT is effective as of December 31, 2018 by and between ORANGE BANK & TRUST COMPANY (the “Bank”), and MICHAEL GILFEATHER, an executive of Orange County Bancorp, Inc. (the “Company”) and the Bank (referred to herein as the “Participant” and the “Executive”) (the “Participation Agreement”).

EMPLOYMENT AGREEMENT
Employment Agreement • July 9th, 2021 • Orange County Bancorp, Inc. /DE/ • State commercial banks • New York

This Employment Agreement (the "Agreement") is made and entered into, effective as of December 31, 2018 (the "Effective Date"), by and between Orange County Bancorp, Inc., a Delaware corporation (the "Company"), Orange Bank & Trust Company, a wholly-owned subsidiary of the Company (the "Bank") and Michael J. Gilfeather ("Executive"). Any reference to the "Employer" in the Agreement shall mean the Bank and the Company.

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