Photo of Davis Cowan

Davis Cowan


E. Davis Cowan Jr. was born and raised in Jacksonville, graduating from Wolfson High School in 1969, and University of North Florida in 1974. Davis is a second generation insurance agent, his father Gene having operated Cowan Insurance Agency. Davis has over thirty three years of experience in personal and commercial lines insurance. He is…

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Michael Dekle


Michael J. Dekle began in the insurance industry in 1970 with Western and Southern Life as a debit agent selling life and health products, continued selling life and health policies with Independent Life in 1974, sold property and casualty products for Demetree Insurance from 1990 until June of 2010, when he joined HW&C. He is…

Photo of Mike Hillegass

Mike Hillegass


Mike Hillegass has been a Property and Casualty Insurance Agent for over thirty five years. He is a graduate of Bishop Kenny High School and Loras College. He is a past president of the Beaches Rotary Club, former member of the American Red Cross Volunteer Lifesaving Corps in Jacksonville Beach. He served two terms on…

Photo of Sam Hillegass

Sam Hillegass


Sam Hillegass has been in the insurance business since 2003 and is a licensed 2-20 insurance agent. Sam was born and raised and currently resides in Neptune Beach. He attended St. Pauls's Catholic School, Fletcher High School, and Belmont Abbey College in Charlotte, North Carolina. Sam has recently completed the Florida Association of Insurance Agents…

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Tara Ramos


Tara Gonzalez graduated from a business school in New York in 2000, and started with HW&C in 2002. Since then, she has obtained her customer service license and become a Notary Public. She answers the phones, services new and current customers, quotes personal lines, and performs other secretarial and administrative duties. She was born and…

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Rebecca Russell


Rebecca Louise Russell, Agent, started her career in insurance in Jacksonville Beach in 1985, with Hillegass Insurance Agency, now Hillegass, Wilson & Cowan. She was born and raised in Mobile, Alabama, and attended Sacred Heart College in Cullman, Alabama. She and her husband have two daughters and are the proud grandparents of five. She loves…

Photo of Bill Wilson

Bill Wilson


Bill Wilson is proud to be a Jacksonville native. He grew up at the Beach, graduating from Fletcher High School and Jacksonville University. He served four years in the Air Force before beginning his career in the insurance business in 1971. Bill has served the community in many capacities. He is a past president of…