Tyree became a starter at Ole Miss as a freshman despite playing with a knee injury. He averaged 7.3 points per game as a freshman and helped the team reach the NIT quarterfinals.[3] As a sophomore, Tyree averaged 10.8 points, 2.8 assists and 2.2 rebounds per game on a team that only won 12 games. Tyree scored a season-high 31 points in an 81–71 win against Vanderbilt and was named SEC player of the week on January 7, 2019.[6] He had 31 points on February 23 in an 80–64 win over Georgia and took a knee before tipoff to protest a Confederacy rally in the area.[8] Tyree averaged 17.9 points, 2.9 boards and 2.8 assists per game as a junior.[9] He was named to the First Team All-SEC.[10] After the season, Tyree declared for the 2019 NBA draft but ultimately opted to return.[11] He was one of 24 players invited to the Chris Paul Elite Guard Camp.[12]
On December 14, Tyree scored 34 points in an 82–64 win over Middle Tennessee.[13] Tyree was named SEC player of the week on February 10, 2020, after scoring 38 points in a 84–70 win against South Carolina.[14] The next day, Tyree scored a career-high 40 points and had five rebounds and four assists in a 83–58 win over Mississippi State.[15] At the conclusion of the regular season, Tyree was named to the First Team All-SEC.[16] He averaged 19.7 points, 3.7 rebounds, and 2.5 assists per game as a senior.[17]
Professional career
NBA G League
After going undrafted in the 2020 NBA draft, Tyree signed with the Miami Heat on November 25, 2020.[18] On December 16, 2020, Tyree was waived by the Heat.[19] On December 19, he was signed and immediately waived by the Toronto Raptors for the purpose of joining their G-League team, Raptors 905, as an affiliate player.[20] On March 1, 2021, Tyree's contract with Raptors 905 ended. He finished his rookie season as a pro appearing in 9 games and averaging 9.6 points, 3.1 assists and 1.1 rebounds a game.
Tyree re-signed by the Raptors on October 16, 2021, and waived to join the Raptors 905.[21] On January 23, 2022, he was suspended three games by the G League.[22] Tyree was waived on February 7.[23] On February 10, 2022, Tyree was reacquired and activated by the Raptors 905.[24] Tyree averaged 13.1 points, 3.1 assists and 2.8 rebounds in 36 games during the 2021–2022 season.
Indios de San Francisco
In the summer of 2022, Tyree signed in the Dominican top division Liga Nacional de Baloncesto with Indios de San Francisco de Macorís for the 2022 season. He averaged 20.2 points, 2.7 rebounds and 3.2 assists per game leading the club to a 12–7 record.
Oostende
He signed with Filou Oostende of the BNXT League on August 2.[25] On September 17, he won the BNXT Supercup with Oostende after scoring 35 points in his debut against Heroes Den Bosch.[26] Tyree averaged 15.6 points, 2.0 rebounds and 2.5 assists per in the 2022–2023 season in the BNXT League. In the Champions League he averaged 17.4 points, 3.2 rebounds and 2.8 assists per game. His team won the 2023 BNXT Championship for the 24th time and Tyree was named to the 2023 BNXT League Dream Team.