Our Leaders

Doug Annakin

Partner | President – Evansville

Doug Annakin, AAI works with medium to large business owners helping them manage their risks. He focuses on helping business owners understand the insurance coverage they are buying, strictly managing their claims, and introducing tools to help reduce claims and therefore costs.


Before joining Shepherd in 2007, Doug was a senior vice president at HUB International. He has more than 23 years of experience in commercial property and casualty insurance, including working with companies in Fortune’s 500 and ENR’s Top 300 lists. He has handled customers in a wide range of industries and provides a wealth of knowledge to our clients.


Doug is extremely active in the community and has been involved with an extensive list of local organizations. He is past President of the Independent Insurance Agents of Indiana. He lives in the Evansville area with his wife, daughter and son. Doug graduated from The College of William and Mary in Virginia with a BA in Business Administration.

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