In his first season with the Pacers, Brogdon appeared in 54 regular season games and posted career-highs in per-game scoring (16.5 PPG), rebounds (4.9 RPG) and assists (7.1 APG). Brogdon hit 43.8 percent of his field goals, including 32.6 percent of his three-pointers. He remained one of the league's top free throw shooters, drilling 89.2 percent of his 3.4 attempts per game. In his first game as a Pacer on Oct. 23 versus Detroit, Brogdon posted a 22-point, 11-assist double-double. Three nights later, he went for 30 points, 10 assists and two rebounds against the Cavaliers. Over the first 20 games of the season, Brogdon averaged 19.1 points and 7.5 assists per contest. Against Boston on Dec. 11, Brogdon made and attempted a career-high 15 free throws. In an Aug. 22 playoff game against Miami, Brogdon set new career-highs in both points (34) and assists (14), while also adding seven rebounds. During the Pacers' four-game series against the Heat, Brogdon averaged 21.5 points, 10.0 assists, 4.3 rebounds and 1.0 steal. At season's end, Brogdon finished 18th in total assists (381), 11th in assists per game (7.1), and seventh in free throw percentage (89.3).

Brogdon excelled in his third year with the Milwaukee Bucks, improving his statistical production in most categories. Brogdon averaged a career-high 15.6 points per contest in 64 games, all starts, during the 2018-19 season. He shot almost 51 percent from the floor, including 43 percent from three-point range, both career highs. The Virginia product was exceptional from the foul line, too, leading the NBA in free-throw percentage at 92.8 percent. Brogdon scored a season-high 25 points in an overtime win at Sacramento on Feb. 27. He also averaged 4.5 rebounds per tilt, though failed to record a double-double during the regular season. Brogdon managed 3.2 assists per game, which was fifth on the squad. However, Brogdon missed the final month of the regular season, a span of 18 games, due to a right foot plantar fascia tear. The injury also forced Brogdon to miss all but one game of the Bucks' first two playoff series. Brogdon was healthy for the Eastern Conference Finals, though, posting perhaps his best game of the season in a Game 5 loss to the Toronto Raptors. Brogdon tallied 18 points, 11 rebounds and six assists in the 105-99 defeat. Brogdon's Bucks would lose in six games to the Raptors. Assuming the Bucks extend Brogdon a qualifying offer, the guard enters the off-season as a restricted free agent.

Coming off a Rookie of the Year performance, Malcolm Brogdon continued to improve in his age-25 season. He averaged 13 points, 3.3 rebounds, 3.2 assists, and 29.9 minutes in 48 games played. He also shot 48.5 percent from the field and 38.5 percent on three-point attempts. He started the season off strong with double-digit scoring performances in his first five games and in 11 of his first 13. During that 13-game span, the 6-foot-5 guard averaged 14.8 points and four assists on 48.6 percent shooting. He recorded his only double-double of the season during that span with a season-high 10 assists. Brogdon finished the year with 37 double-digit scoring games, including a career-high 32 points on Jan. 22. Unfortunately, the Virginia product lost over two months of the season due to a torn quad. Brogdon returned near the end of the season and averaged 8.7 points on 43.6 percent shooting across seven postseason appearances.

Following four seasons at Virginia, Brogdon was selected with the 36th overall pick in the 2016 NBA Draft. He proceeded to win Rookie of the Year with the Bucks, averaging 10.2 points, 4.2 assists, 2.8 rebounds and 1.1 steals as the Bucks won 42 games. Brogdon also shot 45.7 percent from the field, 40.4 percent from three on 2.6 attempts and 86.5 percent from the charity stripe. He set single-game career highs of 22 points, 12 assists, 10 rebounds, four steals and one block. Brogdon also started 28 games, averaging 12.5 points, 4.7 assists, 4.0 rebounds and 1.0 steals across 30.6 minutes in those contests. Plus, he accumulated two double-doubles and one triple-double. One of his best overall performances of the season occurred during a 25-point win over the Suns on Feb. 4. Brogdon came off the bench, played 26 minutes and posted 13 points (5-8 FG, 1-1 3Pt, 2-3 FT), eight assists (one turnover), five rebounds, three steals and one block. Brogdon's best stretch of the season occurred Mar. 18 through Mar. 29. Across the seven games, he averaged 13.7 points on 10.3 shots, plus 5.9 assists (1.1 turnovers), 3.7 rebounds and 1.0 steal in 31.3 minutes. The Bucks made the playoffs but lost to the Raptors across six games during the Eastern Conference First Round. During the series, Brogdon averaged 9.0 points, 4.3 rebounds and 3.5 assists in 30.5 minutes per game.