Gary Trent Jr. is sticking in Milwaukee, and the payday that comes with it is a major one.
According to ESPN reporting cited by multiple outlets, Trent has agreed to a four-year, $64 million deal to remain with the Bucks. The contract marks a sharp rise from the shorter-term arrangements he had been on in Milwaukee, taking him from a reported two-year, $7.5 million deal to a new average of $16 million per season.
The Bucks’ commitment comes after Trent spent the last two seasons with the team. He first arrived on a one-year minimum deal in 2024-25, then delivered a strong finish to the year and a memorable playoff stretch, highlighted by a 37-point outing with nine made threes in Game 3 of Milwaukee’s first-round series against Indiana. He returned last summer on a two-year deal with a player option, and this new agreement gives him a longer runway in Milwaukee.
Trent’s numbers last season were modest on paper, but Milwaukee still made him a priority in its backcourt and wing mix. In 2025-26, he averaged 8.1 points, 1.0 rebounds and 1.2 assists in 21.2 minutes per game across 65 appearances, while shooting 38.7 percent from the field and 36.0 percent from three-point range. ESPN reported that Trent’s camp and the Bucks had been in talks since the NBA Finals, while also navigating possible sign-and-trade interest from elsewhere.
For Duke, the deal is another strong chapter in the Gary Trent Jr. story. He left Durham as the No. 37 overall pick in the 2018 NBA Draft after being selected by Sacramento and immediately traded to Portland.
He spent part of his rookie year with the Texas Legends in the G League before carving out a regular role with the Trail Blazers. In March 2021, he was dealt to the Toronto Raptors in the Norman Powell trade, and later that year he signed a three-year, $54 million contract with Toronto, where he posted his best scoring seasons before landing in Milwaukee.
Before the NBA, Trent was a five-star, Top 10 recruit in the class of 2017 out of Prolific Prep. At Duke, he started all 37 games in the 2017-18 season and averaged 14.5 points, 4.2 rebounds and 1.4 assists while shooting 40.2 percent from three and 87.6 percent from the free-throw line on a team that also included Marvin Bagley III, Wendell Carter Jr., Grayson Allen and Trevon Duval.
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