Zena Tebboth began her insurance career with Royal Insurance following her graduation in 1982 and then moved to Gerling Global. In 1985 she was employed by the in-house insurance broking division within the George Wimpey Group. Zena then established Regent Insurance Services Ltd with a colleague in 1989 following a buy out from the Wimpey Group. Following the sale of Regent Insurance in June 2004, Zena continued her career with the new company until March 2011. She formed Pinner Risk Solutions Ltd in January 2012. PRS was sold to the James Hallam Group in 2021 with Zena continuing to lead her existing team.