Bucks agree to multiyear deal with three-time All-Star

Middleton turned down a $40.4M player option in order to secure a more significant overall financial commitment, though he’ll accept a lower salary in 2023-24. That reduction should help the Bucks’ luxury tax situation in the short term.

One of the NBA’s most underappreciated players for years, Middleton averaged at least 20 points in four of five seasons and made three All-Star teams from 2017-22. Unfortunately, his contract year was a forgettable one, with Middleton limited to 33 games due to injuries as his scoring rate (15.1 PPG) and shooting percentages (.436 FG%, .315 3PT%) dipped significantly.

The 31-year-old wing looked more like himself in five playoff games (23.8 PPG, 6.4 RPG, 6.2 APG, .465/.406/.867 shooting) and felt confident enough about his earning potential this summer to decline his player option. The bet paid off, with Middleton landing another nine-figure contract.

A former second-round pick (No. 39 overall in 2012), Middleton was drafted by Detroit, spending his rookie year with the club. He was traded to Milwaukee in the summer of 2013 and has spent the past decade building the team’s culture and winning habits alongside two-time MVP Giannis Antetokounmpo, who was a rookie during Middleton’s first year with the Bucks.

Middleton was instrumental to the Bucks’ championship campaign in 2020-21, averaging 23.6 PPG, 7.6 RPG, 5.1 APG and 1.5 SPG in 23 playoff games (40.1 MPG). Both sides will be hoping he continues his playoff form over the next three seasons.

Rory Maher contributed to this story.