[3][4] In 2021, he made 30 appearances for the under-17 team, scoring eight goals and providing 15 assists as Orlando City were crowned the inaugural MLS Next Cup U17 champions.
[5] On March 26, 2022, Freeman made his first senior appearance when he started in a 2–0 victory over Chicago Fire II, the reserve's first MLS Next Pro match.
[7] On March 31, 2023, Freeman scored his first professional goals when he netted a brace in a 2–1 victory over new expansion side Huntsville City.
[8] Freeman made his playoffs debut on October 1 when he came on as a 95th-minute substitute for Dominic Pereira in a 2–1 quarterfinals lost to Columbus Crew 2.
[12] On October 20, Freeman started his first playoffs game in a 1–1 draw at Chicago Fire II, which then went into a penalty kick shootout.