Tyler Herro Trade Idea To Fix 1 Contender's Biggest Flaw

The Detroit Pistons' offseason moves were all about collecting shooters to space the floor, but what if adding Isaiah Joe, John Collins, Gary Harris and Taurean Prince doesn't solve the team's half-court scoring issues?

Anyone who watched postseason defenses sell out to stop Cade Cunningham knows the Pistons need playmakers at least as badly as they need shooters. Daniss Jenkins was hugely helpful last season, but he remains the only proven shot-creator behind Detroit's MVP candidate.

Let's cook up a deal to get the Pistons help at the point of attack in All-Star guard Tyler Herro.

Milwaukee Bucks Acquire: Ron Holland, Duncan Robinson, 2027 unprotected first-round pick

Herro has averaged at least 20.0 points per game in each of the last five seasons, but it's not just his scoring volume that makes him a fit with the Pistons. It's how he goes about getting his numbers.

In every season of his career, Herro has scored more than half of his two-point baskets without the benefit of a teammate assist. Last year, Cunningham, Jenkins and the departed Caris LeVert were the only players ranking among Detroit's top 10 in minutes who joined Herro in making most of their twos without an assist.

That kind of self-sufficient bucket-getting skill is exactly what the Pistons need to take the pressure off of Cunningham while also maximizing the value of their setup-dependent shooters.

It also doesn't hurt Detroit's long-term roster plans that Holland is one of the outgoing pieces. If the Pistons are committed to Ausar Thompson, the "good wing who can't shoot" quota is already met. Everyone loves the hustle and defensive intensity both Thompson and Holland provide, but playing (and paying) both just never made sense.

Herro is on an expiring $33 million salary, which limits the Pistons' exposure if this doesn't work out. All of the shooting acquired in free agency should easily offset the loss of Robinson.

Rebuilding in the first year of its post-Giannis Antetokounmpo era, Milwaukee should be in the business of hoarding as many future first-rounders as possible. It lands one here in exchange for Herro.

The Bucks might put some extra hometown value on the Wisconsin native, but they also need to be wary of committing to him on a new contract. Turning him into Holland and Robinson makes more financial sense for a couple of reasons.

Holland is entering his third year and could either be extended next summer or retained using the rapidly rising power of restricted free agency in 2028. Robinson has one more year on his deal after this one, but his $15.2 million for 2027-28 is non-guaranteed.

In Holland, the Bucks get a cost-controlled prospect whose defensive intensity and athleticism should pair well with 2025-26 breakout guard Ryan Rollins and recent No. 10 pick Brayden Burries. Those two can run the offense while Holland does the dirty work. Milwaukee will certainly hope the No. 5 pick in the 2024 draft adds some perimeter accuracy to his game, but his current flaws matter less here than they would in Detroit.