[2] A 4-star recruit, Callaway committed to Tennessee to play college football over offers from Alabama, Florida, Georgia, Michigan State, and Notre Dame, among others.

[3] Callaway played at the University of Tennessee from 2016 to 2019 under head coaches Butch Jones and Jeremy Pruitt.

[6][7] On April 27, 2020, Callaway signed with the New Orleans Saints as an undrafted free agent after the 2020 NFL draft.

[10] He made his NFL debut in Week 2 against the Las Vegas Raiders playing on offense and special teams.

[12] In a Week 5 matchup against the Los Angeles Chargers, Callaway was targeted six times and made four receptions for 34 yards.

[13] On October 25, 2020, in a game against the Carolina Panthers, Callaway caught Drew Brees’ 7,000th completion.

He scored his first professional receiving touchdown on a seven-yard reception from Jameis Winston in the 28–13 victory over the New England Patriots in Week 3.