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Bob Cummins has been in the professional world since 1985, when they began working as a Senior Field Engineer for The Reynolds and Reynolds Company. Bob stopped short of college graduation in order to have a job that paid money instead of going further into debt. Bob stayed with the company for 24 years before moving on to Berwick Insurance Group in 2010, where they currently serve as the Vice President of Sales, Training and Recruitment.

Bob Cummins received a Bachelor of Science in Information Technology from the University of Phoenix in 2000. Prior to that, they attended the University of Nevada, Reno in 1984 and 1985 for Electrical and Electronics Engineering.