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Robert W. Courtemanche has a diverse work experience including roles in the banking industry as well as running their own photography business. Robert W. started their career at Rollstone Bank & Trust in 2011 as a Teller and eventually worked their way up to Vice President, Loan Servicing Officer. During their time at the bank, they also held positions as Assistant Vice President, Loan Servicing Officer, Assistant Vice President, Credit Officer, Assistant Vice President, Branch Manager, Branch Assistant Manager, and Head Teller, Line Supervisor. In 2019, they established their own photography business, Robert William Photography, where they serve as the Owner and Photographer.

Robert W. Courtemanche's education history includes obtaining an Associate's Degree in Business Administration and Management, General from Mount Wachusett Community College. Robert W. completed this degree between the years of 2015 and 2017. Subsequently, Robert pursued a Bachelor of Business Administration (BBA) degree in Business Administration and Management from Fitchburg State University. Robert W. began this program in 2020 and is expected to complete it in 2022.