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Jamie Johnson has a range of experience in the insurance industry spanning over three decades. Starting in 1986, Jamie worked as a Sales Manager at HIP before moving on to Family Health Plan in 1989, where they held the position of Sales Manager. In 1992, Jamie joined Florida Blue as a Senior Sales Account Executive, and they stayed with the company until 2004. From 2004 to 2006, Jamie worked as a Director at Frank Crystal & Company. Following that, they joined CBIZ as Vice President from 2006 to 2010. Prior to their current role, Jamie was the Director of Employee Benefits at NFP from 2010 to 2016. They currently serve as the Regional Vice President of Employee Benefits at CGI Business Solutions.

Jamie Johnson attended Miami Norland High School, but the specific start and end years are unknown. After high school, Jamie pursued higher education at Miami Dade Community College from 1981 to 1983 and obtained an Associate of Arts degree in Computers & Finance. Following this, Jamie attended Florida Atlantic University from 1983 to 1985, focusing on Finance, Economics, and Insurance, although no degree was specified.