Jimmy Dean

Jimmy Dean is an experienced professional with a diverse background in real estate investment, agriculture, and transportation. Currently serving as the Fund of Funds Manager at Waymaker Capital since January 2025, Jimmy focuses on growing a fund aimed at experienced accredited investors seeking to diversify their portfolios into real estate. As a Real Estate Investor at Waymaker Holdings since May 2021, Jimmy specializes in buy-and-hold strategies and multifamily lending opportunities. Additionally, Jimmy has pursued woodworking and repair projects as a self-employed entrepreneur since April 2018. With a long-standing career at the United States Postal Service as a Rural Carrier since September 2002, along with prior experience in agriculture as a Grain/Livestock Farmer from 1986 to 2006, and various roles in trucking, Jimmy possesses a broad skill set complemented by a degree in Farm Operations and Project Management from Western Illinois University.