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Darrin started in construction as a laborer in 1979; he finished his career as a superintendent for a heavy underground utilities contractor in 1994. Darrin left construction in 1994 to pursue insurance at a local insurance agency. It was a natural fit for him to work with contractors to grow his book of business.
In October 2003, Darrin struck out on his own with his wife Carol to start their own insurance agency. Stafford & Stafford Insurance officially opened its doors on October 14, 2003. Stafford started with six employees including Darrin and Carol. Stafford now has 30 employees including their production staff.
Darrin's list of accomplishments include:
- Darrin is a five time member of Auto Owner's President's Club and he is in the top 25 producers for life sales.
- 1998 Received his Certified Insurance Counselor designation.
- 2001-2007 Served as Board of Director for MAIA.
- 2006-2009 Served as Board of Director for Harrisonville Chamber of Commerce.
- 2007 Received Presidential Citation Award from MAIA.
- Since 2010 Darrin has been on the board of Harrisonville Public School Foundation.