For a short time after graduating high school, he attended Murray State University.

[1][2] Prior to being elected to the Kentucky House of Representatives, Dossett served as a magistrate on the Christian County Fiscal Court.

Currently, he owns D's Auto Detailing, Clark and Dossett Rentals, and is a member of the Pembroke Ruritan Club.

[3] Dossett served as the long-time co-chair of the Tobacco Settlement Agreement Fund Oversight Committee, which was formed in 2018 following the first distribution of funds to Kentucky as a result of the Tobacco Master Settlement Agreement.

[4] Dossett served in this role until he was named as the new chair of the House Standing Committee on Agriculture during the 2025 Kentucky General Assembly.