The Milwaukee Bucks have added guard Gary Trent Jr. on a four-year, $64 million contract. Trent’s production last season , 8.1 points, 1.2 assists per game while shooting 36.0 % from three-point range and 38.7 % overall , sits well below the league average for a player earning that level of money. The deal deepens an already crowded backcourt and raises questions about the Bucks’ roster flexibility moving forward.
CBS Sports analyst Sam Quinn mused that the Bucks might consider moving Tyler Herro to address the logjam, wondering aloud, “Maybe they’re going to trade Tyler Herro to Detroit now?” While no official interest has been confirmed, the speculation highlights a scenario that fits the Bucks’ current needs and the Pistons’ desire for a proven scorer.
Detroit’s offseason has been a mix of solid moves and missed opportunities. The Pistons acquired Isaiah Joe in a trade and signed forward John Collins, adding depth to their roster. However, they have not yet secured a marquee free-agent acquisition, leaving the team open to targeting high-profile players who could elevate their young core.
Tyler Herro, who arrived in Milwaukee as part of the Giannis Antetokounmpo trade, would be a natural fit alongside Cade Cunningham and Jalen Duren. Herro’s ability to create his own shot and stretch the floor would complement the Pistons’ developing backcourt, providing a veteran scoring punch that Detroit has lacked.
From Milwaukee’s perspective, the $64 million commitment to Trent creates a cap burden that could become a liability if the team seeks to re-balance its guard rotation. Offloading part of that contract in exchange for a player like Herro would free up resources while addressing the surplus of wing players.
If the Bucks’ assessment of their roster leans toward reducing the guard surplus, the trade window could open before training camp. Detroit, with its recent roster adjustments and still-open cap space, appears positioned to act quickly should an affordable deal materialize, potentially turning a perceived misstep by Milwaukee into a win-win for both franchises.
