The Milwaukee Bucks are talking like a team that wants to keep its guard room crowded, even after handing Gary Trent Jr. a deal that already raised eyebrows.
According to Spotrac’s Keith Smith, a Bucks executive said the team would like to work something out with Tyler Herro and Jaime Jaquez Jr. if it makes sense for both sides. The executive said, “That’s something we’ll talk about with his reps.
We’d love to get something done, provided it makes sense for both Tyler and us,” a Bucks front office executive said of both Herro and Jaime Jaquez Jr. “For Jaime, it’s the same thing.
He’s in a different spot because of restricted free agency. But, in an ideal world, you get those things taken care of now.
That way everyone can just play the season without the future weighing on them."
On its face, locking in a 26-year-old scorer is understandable. But that logic gets messy fast once Trent’s situation enters the picture.
Trent’s season in Milwaukee was a rough one. After a strong year before that as a high-volume shooter from deep, he posted the worst numbers of his career in 2026 with the Bucks, finishing at 8.1 points per game and shooting 38.7 percent from the field. His role eventually shrank so much that Doc Rivers removed him from the rotation by the end of the season.
That backdrop made the four-year, $64 million extension even harder for fans to stomach, and the deal is now being investigated by the association. It also creates a bigger problem for Milwaukee’s roster balance, because keeping Trent and Herro around could squeeze out the younger guards the team says are the future.
One Bucks executive told Smith, “We’ve got a lot of vets who are going to play. But behind them are kids who are going to push them.
We should have a really competitive camp this year. From talking to the guys, everyone feels energized and ready to go.
We’re excited to get back to work already in the fall," one Bucks executive was quoted as telling Smith.
That’s where the tension really shows. If Milwaukee is committed to both Trent and Herro, then shots and minutes get harder to come by for players like Burries, Jakucionis, and Rollins. Burries, in particular, already looks like the kind of young guard who should be forcing a tougher decision on Herro.
There is a case for keeping both veterans. They can help steady a young backcourt and give the group some much-needed experience. But the Bucks have also been living with a logjam for weeks, and with training camp here, there still doesn’t appear to be much clarity on how they plan to sort it out.
For a team trying to build toward something, the Herro stance only makes the Trent deal look worse.
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