On March 31, 2023, the Board of Directors (Board) of EngageSmart, Inc. (Company) appointed Patrick Donovan as the Company's Chief Accounting Officer, effective April 1, 2023 (the “Effective Date”). In his new role, Mr. Donovan will serve as the Company's principal accounting officer. The Company's Chief Financial Officer, Cassandra Hudson, who previously served as both principal financial officer and principal accounting officer, will continue serving as the Company's principal financial officer.

Mr. Donovan, age 35, served as the Company's Vice President of Accounting from April 2021 to March 2023. Previously, Mr. Donovan served as the Company's Director of Finance from January 2021 to April 2021. Prior to joining the Company, Mr. Donovan held various roles in the assurance and transaction services practices sector at Ernst & Young LLP, including Senior Manager, Strategy and Transactions from October 2018 to December 2020, Manager, Transaction Advisory Services from December 2016 to September 2018, Assurance Manager from October 2014 to December 2016, and Senior Audit Associate from September 2010 to September 2014.

Mr. Donovan holds a B.S. Corporate Finance and Accounting and M.S. in Accounting from Bentley University and is a Certified Public Accountant in Massachusetts.