Meet The Team

Tom Phelan, Chief Executive Officer (CEO)

Thomas J. Phelan, CPA, is CEO of Chesapeake Employers’ Insurance Company. In this leadership role, Mr. Phelan is responsible for  developing the vision, strategic plan, and budget for the company. In addition to the day-to-day oversight of Chesapeake Employers’ global strategy and direction, Mr. Phelan is responsible for the identification, analysis, pursuit, and development of innovative opportunities to expand the company’s workers’ compensation footprint. Prior to this position, Mr. Phelan had served as President and CEO of the organization since April 2007. Mr. Phelan reports to Chesapeake Employers’ Board of Directors.

Previously, Mr. Phelan served as the company’s Chief Financial Officer for five years. He joined the organization in 1990 and has held numerous leadership positions with the company. Prior to joining Chesapeake Employers, Mr. Phelan worked for the State of Maryland in the Office of Legislative Audits for approximately 10 years.

Mr. Phelan is Board Chair of Kids’ Chance of Maryland, Inc., a nonprofit organization that provides scholarships to eligible children whose parents have been severely injured or killed in a work-related accident. He is Co-Chair of the Franciscan Center, a nonprofit organization that provides food, clothing, and other necessary items for the needy in Baltimore City. Mr. Phelan also serves as the industry representative on the Maryland Workers’ Compensation Oversight Committee. From 2013 to 2014, he served as President of the American Association of State Compensation Insurance Funds (AASCIF).

Paige Beck, President

Paige Beck, CPA, is President of Chesapeake Employers’ Insurance Company. In this role, Ms. Beck provides leadership to all operations and support departments at Chesapeake Employers. She also oversees the day-to-day operations of the company. Prior to being President, Ms. Beck was Chief Innovation Officer where she oversaw the Information Systems, Underwriting, Security, and Health Services departments. She also was responsible for providing innovative solutions to meet the changing market demands and enhancing the customer experience. During her tenure with the company, Ms. Beck has held numerous leadership positions including Chief Administrative Officer, Chief Financial Officer, and head of Internal Audit. Prior to joining the company, she was employed with the State of Maryland in the Office of Legislative Audits.

Board of Directors

Suzanne Carter Thompson

Board Chair

John J. Scott, Jr.

Vice Chair

Tedd Alexander


Spencer P. Cavalier


Franklin J. Hajek


Keturah Harley


Sally Jameson


Martin G. Madden


Jason Schupp