Over the weekend, the Bucks added a new contender to the title of the NBA's worst contract when they gave Gary Trent Jr a 4-year/$64 million deal. The contract instantly puts them in a desperate position and could open up Tyler Herro again as a trade candidate. The Pistons were previously interested in acquiring Herro but felt that Milwaukee's asking price was too high; the Bucks might now be ok losing him for less given the disarray elsewhere on their roster.
The Pistons should swoop in if Herro's price is right
For all the Pistons' missteps this offseason, they can rest assured that they didn't make any moves nearly as bad as giving Trent this new deal. No matter how you look at it, the contract makes no sense; Trent is coming off one of his worst career seasons and the Bucks have no need for him as they enter a rebuild. Still, they're stuck with him now on a four-year contract with no easy way out.
And to make things worse, bringing Trent back just makes the Bucks' logjam at shooting guard even worse. The Pistons have their own overflow at that position, but it pales in comparison to what's brewing in Milwaukee. Trent could now be considered about the 5th different shooting guard on the Bucks roster making decent money.
The most notable of those players from a trade perspective is definitely Herro. He might be the most talented player in Milwaukee right now, but is probably a little too old to factor into the next Bucks playoff appearance. He also has some trade value around the league as a former All-Star capable of creating his own shot and playing off the ball well.
In Detroit, Herro could be the missing piece to complete the Pistons offense. Obviously, Detroit already has the framework of a dominant defense but remains in search of a reliable secondary scorer in the playoffs next to Cade Cunningham. Herro could take some pressure off Cade with his own ball-handling but also co-exist alongside him with lethal long-range shooting.
Detroit could get another chance to address their biggest flaw
The Pistons have made efforts this offseason, but they were unable to acquire an offensive addition of Herro's caliber. It appeared that they were out of options after the top trade targets and free agents were taken off the board. But Herro may once again be on the market thanks to Trent's masterful negotiation.
Herro isn't exactly a perfect costar either. He has glaring flaws as a defender and has routinely declined in the playoffs since his rookie season. But the Pistons also have a good ecosystem to minimize his weaknesses; their defensive playmakers can cover up for him and Cade can let him operate in a smaller role than what the Heat demanded of him.
