Fleming was previously a member of the Louisville Metro Council from 2003 to 2015 and the House from 2017 to 2019.

[1] Fleming graduated from Ballard High School in Louisville before earning a Bachelor of Business Administration from the University of Kentucky.

[1] During his time at UK, Fleming was a member of Sigma Alpha Epsilon and president of the interfraternity council.

[2] Prior to entering politics, Fleming worked in various managerial and executive level positions related to banking and geographical mapping including his family's own surveying and mapping company.

[2][3] Currently, he serves as the executive director of Kilgore Samaritan Counseling Center, a faith-based non-profit located in Louisville, Kentucky.