Did this former Raptors standout get lowballed in free agency?
Briefly

Gary Trent Jr. left the Toronto Raptors to join the Milwaukee Bucks last offseason. He struggled early in the season with Milwaukee, appearing unplayable and nearly losing rotation minutes. Trent Jr. recovered his shooting, finishing the season with a 41.6% three-point percentage. He produced a massive 2025 playoff showing, averaging 18.8 points on 51.6% field-goal shooting and 50% from three in the Bucks' series with Indiana. Milwaukee lost the series and Trent Jr. committed a costly slip-up, but his playoff run raised his market stock. He ultimately re-signed with Milwaukee on a team-friendly deal.
That first season when he came over from the Blazers had me 100% sold on the Gary Trent Jr. stocks, and I was passionate enough to tell everybody about it. But I slowly realized, and I think the Raptors organization did too, that Trent Jr. wasn't quite going to be the continuous developmental piece that was initially hoped. Trent might have hit his ceiling as a spark plug, but largely streaky shooter,
There, I was absolutely stunned to see how horribly GTJ was performing in the early part of last season, where he was honestly looking unplayable and perhaps drawing dangerously close to getting cut out of the Bucks' rotation. But GTJ stood the course and eventually he'd regain his shooting edge, getting his three-point shot back to where it looks best, as it sat at 41.6% this past season.
Trent Jr. averaged 18.8 points on 51.6% field goal shooting and 50% from three in the Bucks' playoff series with Indiana. It was a crucial time for GTJ to step up, especially since Milwaukee lost its secondary star, Damian Lillard, in the midst of it all. I noted this right after it happened and still believe it to this day. Although the Bucks ultimately lost and Trent Jr. made a costly slip-up, it served as the perfect ad campaign for an impending free agent.
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