He played college football for the Buffalo Bulls and Miami Hurricanes prior to being selected by the Minnesota Vikings in the fifth round of the 2020 NFL draft.

Osborn is a native of Ypsilanti, Michigan and attended Lincoln High School before transferring to IMG Academy for his senior year.

In Week 14, Osborn had 3 receptions for 83 yards, including a 63-yard touchdown pass from quarterback Kirk Cousins, in a 36–28 win over the Pittsburgh Steelers.

Trailing by 33 points, the Vikings came back and won 39–36 in overtime, the largest comeback in NFL history.

[8] In Week 18, Osborn had his second-career 100+-yard game in the season finale against the Chicago Bears, finishing with 117 receiving yards on 5 receptions.