During high school, Osborne attended Rich South, in Richton Park, Illinois and Bosco Institute, in Crown Point, Indiana.

In his last season at Bosco Institute, he averaged 14 points and 9 rebounds per game.

[2] After high school, Osborne played college basketball at Rice, from 2017 to 2018.

[3] In his senior year at Florida State, Osborne averaged 10 points and 6.9 rebounds per game.

[6] On August 1, 2023, he joined Apollon Patras of the Greek Basket League.