Leadership

Doug Wiles, CPCU, AAI

President

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. 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

As Vice President of Operations, Letha assists in overseeing the day to day operations to support the overall growth of Herbie Wiles Insurance.  She is responsible for ensuring that each Herbie Wiles client receives exceptional service. With over 20 years’ experience within the insurance industry, Letha has held a variety of management positions including Personal Lines, Commercial Lines, Accounting, Employee Benefits and Vice President of Operations.  She specializes in agency operations and is passionate about developing team members to become outstanding agents for our community.  Letha started with Herbie Wiles Insurance in 2007, which led to her achievement of the Associate in Insurance Account Management (AIAM) and the Certified Professional Insurance Agent (CPIA) designations.  Her commitment to Herbie Wiles is contagious and continues to help drive our agency forward. In her free time, Letha enjoys traveling to new places, spending time with her husband Randy, their children and grandchild.

Ralph Klein

Vice President - Commercial Lines

Phone :904-209-3819 Fax : 904-209-3869

Ralph is a graduate of the University of Florida with a degree in Business Administration and has been employed with the Agency since 1988. He is a Past-Chairman of the St. Johns County Chamber of Commerce and is currently a member of the Economic Development Council of the Chamber. He is a Past President of the St. Augustine Sunrise Rotary Club. Ralph is currently part of the St. Johns County Citizens Flood Mitigation Advisory Committee. He has been a Past president of the Pedro Menendez Athletic Booster Club and he is currently on the board of directors and was Past President of the St. Johns County Education Foundation (INK!). Ralph is a Certified Floodplain Manager and has previously held a Series 6 Securities License as well as the Certified Insurance Counselor designation. Ralph and his wife Jane have 3 children.

Herbie Wiles (1927-2019)
Founder & Chief Executive Officer

Herbie Wiles was an exceptional 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 maintained an office at the agency and helped guide the business until his passing in 2019. He was an active member of the community, dedicating his time to the St. Augustine Historical Society, Flagler Hospital Advisory Board, Betty Griffin House, and the Presidents Council of Flagler College.