McCrary began his acting career in 2015 at age 8 on "K.C. Undercover", where he appeared on two episodes. In 2016, he made a guest appearance on Childish Gambino's song "Terrified". In 2017, he later appeared on "I'm Dying Up Here" and "Teachers" as minor roles. He then had live performances on "Little Big Shots" singing The Jackson 5's "I Want You Back", "The Ellen Show" singing "Who's Loving You", and the 60th Annual Grammy Awards to support Childish Gambino's "Terrified".