Chuck began his entrepreneurial career in 1993 when he opened Integrated Computer Solutions, a technology company focused on providing IT solutions to the government, businesses and school districts. Chuck expanded his business holdings to include a retail division, and in 2008 he led his company into the textbook industry with the acquisition of South Eastern Book Company.

Today the C.A. Jones Management Group's textbook division includes College Book Renter, an online textbook rental company that has grown exponentially since it was founded in 2009. In addition to being a visionary entrepreneur, Chuck is heavily involved in local non-profit organizations and is a major supporter of the local community and Murray State University.