games, despite Middleton's 32 points in a 112–96 loss in Game 7. 2018–19 season: First All-Star selection On October 22, 2018, Middleton hit 7 of 8 3-pointers and finished with 30 points in a 124–113 win over the New York Knicks. On December 29, despite a quad injury, Middleton scored 29 points in a 129–115 win over the Brooklyn Nets. On January 31, 2019, Middleton was named an Eastern Conference All-Star reserve, thus earning his first All-Star selection. He became the first G League alum to be named an All-Star. On February 21, 2019, he had 15 points and a season-high 13 rebounds in a 98–97 win over the Celtics. On March 28, he scored a season-high 39 points in a 128–118 win over the Los Angeles Clippers. 2019–20 season: Career high in scoring Following the 2018–19 season, Middleton signed a five-year, $178 million contract extension with Milwaukee. On January 28, 2020, Middleton set a new career-high, scoring 51 points, making 16 of 26 shots, including 7 of 10 on 3-pointers, in a 151–131 victory over the Washington Wizards. After the game, Middleton dedicated his performance to Kobe Bryant, who died two days prior in a California helicopter crash, saying “I definitely can dedicate that game to him as a thank you for what he did for the game”. On January 30, 2020, Middleton was named an Eastern Conference All-Star reserve, thus earning his second consecutive All-Star selection. On February 24, Middleton scored 40 points in a 137–134 overtime win over the Wizards. Middleton missed a game against the Oklahoma City Thunder on February 28 due to neck soreness. In the postseason, Middleton and the Bucks were eliminated in the Semi-Finals by the eventual Eastern Conference champion Miami Heat in five games. Middleton scored a playoff career-high 36 points, along with 8 rebounds and 8 assists, in the lone Milwaukee victory in Game 4. 2020–21 season: Championship season The following season, Middleton continued to play a key role on the Bucks, averaging 20.4 points per game, a career-high 5.4 assists per game, and 6 rebounds per game during the regular season. That postseason, the Bucks would again face the Heat in the playoffs, this time in the First Round. In Game 1, Middleton capped off a 27-point, 6-rebound and 6-assist performance with a game-winning fadeaway jumper with 0.5 seconds left in overtime, to lift Milwaukee to a 109–107 victory and