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Doug Wiles, CPCU, AAI

Phone :904-209-3805 Fax : 904-209-3855

Doug is a graduate of the University of Florida and has been a licensed Property and Casualty and Life Insurance agent since 1979. He is a past-chairman of the Board of Directors for the Florida Association of Insurance Agents. Doug has earned the Chartered Property and Casualty Underwriter (CPCU) and Accredited Advisor in Insurance (AAI) designations. In 2004, he completed eight years as a member of the Florida House of Representatives, serving Clay, Flagler, St. Johns, and Volusia Counties. He is a retired lieutenant colonel, having served in the US Army and the Florida Army National Guard for 25 years. Doug is a trustee of the University of Florida’s Whitney Laboratory Board, and UF Historic St. Augustine. He has worked with a number of local public service organizations, including the St. Johns County Education Foundation, Kiwanis Club of Historic St. Augustine, the St. Johns County Chamber of Commerce, the Flagler Hospital Board of Trustees, and the United Way of St. Johns County. He is an Elder at Memorial Presbyterian Church.

  Wayne E. Howell, Jr., CPCU, AAI
Vice President

Phone :904-209-3803 Fax : 904-209-3853

A Jacksonville native, Wayne graduated from the University of Florida in 1983 with a BS degree in Business Administration. Following graduation, he joined Herbie Wiles Insurance as a member of the Commercial Insurance Department, where he later served as department manager. Wayne is a minority owner of the agency and presently serves the as the Vice President. He has earned the Chartered Property and Casualty Underwriter (CPCU) and Accredited Advisor in Insurance (AAI) designation. A father of two, Wayne is the president of the Kiwanis Club of Historic St. Augustine and the past president of the Historic St. Johns County Police Athletic League. He is a past member of the board of directors of the St. Augustine Humane Society and the Betty Griffin House, presently serves on the board of Epic Behavioral Healthcare and is a proud "Big Brother in Big Brothers/Big Sisters of St. Johns County. Wayne is a 2002 graduate of Leadership St. Johns.


 Letha O’Neil-Wiseman

Vice President

Phone :904-209-3828 Fax : 904-209-3878

Letha is responsible for insuring that each Herbie Wiles client receives exceptional service. A graduate of Tallahassee Community College with a paralegal degree, Letha has an extensive background in law, including mediation, loss control and products liability and has received many awards for her legal work, including selection as the Dispute Resolution Manager of the Year Award. Before coming to Herbie Wiles, Letha was a senior paralegal and managed a law firm with three locations. Letha is married and the mother of two. She is a former board member of the St. Augustine High School Baseball, Softball and Golf Boosters and has volunteered with the Police Athletic League and St. Augustine Little League. Letha also served as Secretary of the St. Johns County Chamber of Commerce and was appointed to the Leadership St. Johns Council. She earned both an Associate in Insurance Account Management (AIAM) and Certified Professional Insurance Agent (CPIA) designations.  Letha has been recognized as a National High Achiever by the Travelers Insurance Company for her work in providing exceptional service to customers. 


Herbie Wiles
Founder & Chief Executive Officer

Phone :904-209-3800 Fax : 904-209-3850

Herbie Wiles is a father, grandfather, Navy Veteran of WWII, lifetime resident of St. Augustine, and CEO of Herbie Wiles Insurance. A 1952 graduate of Florida State University, he obtained his BA in business and, with his mind set on an insurance career, went to work with his father as a State Farm agent. In 1961 he founded Herbie Wiles Insurance. Over the years, Herbie grew his independent insurance group, and now his son, Doug, manages the daily operations. Herbie still maintains an office and helps guide the business as needed. An active member of the community, Herbie dedicates much of his time to the St. Augustine Historical Society, Flagler Hospital Advisory Board, Betty Griffin House, and the Presidents Council of Flagler College. Herbie also enjoys getting together with his good friends, his coffee club, golf, and traveling.

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