School. As a senior, Matthews averaged 21.3 points and 6.2 rebounds and a 47 field goal percentage. After his senior season, he was a selection for the Associated Press' Class-4A All-State first team. Matthews' national ranking fell significantly from the time he committed to Kentucky to the end of his high school career. Although his final rankings were 42nd by ESPN and 48th by Rivals.com, he graduated as the 59th ranked player according to 247Sports.com's composite ranking. Nonetheless, Matthews was selected to play in the 2015 Jordan Brand Classic. At Kentucky, he joined fellow Chicagoan and former AAU teammate Tyler Ulis in the Kentucky backcourt. College career Kentucky Matthews played in 36 games (including 3 starts) for the 2015–16 Kentucky Wildcats, posting averages of 1.7 points, 1.6 rebounds and 10.3 minutes. Matthews' three starts included the season opener against Albany and the December 26 rivalry game against #16 ranked Louisville, when Isaiah Briscoe injured his ankle in pregame warmups and sat out. His season highs were 11 points against South Florida (November 27), 7 rebounds against Boston University (November 24) and 34 minutes against Illinois State (November 30). Michigan Following the season he had a medical procedure on his hip. Matthews was granted his release from the team on May 18, 2016. On June 20, 2016, reports confirmed that Matthews, who would have to sit out the 2016–17 season, had visited both Xavier and Michigan and selected Michigan. Michigan confirmed the story on July 1. He served on the scout team for the 2016–17 Michigan Wolverines. Sophomore Year As a redshirt sophomore, Matthews scored 20 points against North Florida in his first game at Michigan on November 11, 2017. In the game, he and Duncan Robinson became the first Michigan teammates to score 20 points in a game since March 3, 2015. Matthews posted career-highs of 28 points and eight rebounds in the first-round game of the 2017 Maui Invitational Tournament against LSU on November 20 but only made one of two free throws with Michigan trailing by two points with 9 seconds remaining. The following night, he posted his first career double-double with 22 points (on 8-of-8 field goal shooting) and 10 rebounds. On November 26, Matthews posted a points-assists double-double with 17 points and a career-high 12 assists against UC Riverside. Since Moe Wagner added 21 points and 10 rebounds, the team had its first pair of double-doubles