Dennis is a fourth generation Jacksonville resident. His great-grandfather moved to Jacksonville around 1910 & founded the French Novelty clothing store shortly after. He maintains active appointments with the multiple insurance companies, including: American General Life Insurance Company, Banner Life Insurance Company, Assurity Life Insurance Company, Tower Hill Signature Insurance Company, Travelers Home and Marine Insurance Company, The Standard Fire Insurance Company, Integon Preferred Insurance Company, Lighthouse Property Insurance Corporation, Citizens Property Insurance Corporation, Mapfre Insurance Company, New Hampshire Insurance Company, Old Dominion Insurance Company, Progressive Express Insurance Company, Tower Hill Preferred Insurance Company, Progressive American Insurance Company, Slide Insurance Company, Safeco Insurance Company, Florida Family Insurance Company, Infinity Auto Insurance Company and Edison Insurance Company.