Prior to entering politics, he worked for the National Office Furniture and the Protech EIS Corporation.[2] He has also been a preacher, volunteer jail chaplain, music director, and piano player at Pleasant View Baptist Church.[3] As of 2019, he was also director of Hope Through Truth Ministries and the Hope Academy, a transitional living home for at-risk men.[4]
Political career
Calloway was elected from Kentucky's 11th House district, which includes Breckenridge and Hardin counties.[1]
In 2024, he criticized Governor Andy Beshear for issuing an executive order to ban conversion therapy for LGBT youth.[8] Calloway said the order defied the will of the legislature. Republican lawmakers had repeatedly blocked efforts to ban conversion therapy.[8]
In 2024, Calloway introduced legislation (House Bill 208) to propose an amendment to the Kentucky Constitution to allow public funds to be allocated to charter schools.[9][10] The state constitution currently allows education appropriations to go to "common schools" only, which the Kentucky Supreme Court has interpreted to mean public schools.[9]