Let’s start with the reasons that the Cavaliers would make this trade:
Sorry, I couldn’t come up with any. The idea that this trade would even be a possibility for the Cavaliers is ludicrous. Donovan Mitchell is at a minimum a Top-20 player in the NBA, while Tyler Herro is in the upper reaches of the Top 100; Simmons’ own website ranked him at 72!
The Cavaliers were willing to give up their first-round picks at the end of this decade in the original Donovan Mitchell trade because he is young enough that those picks are likely to be late in the first round. That logic transfers over here, where Mitchell and Adebayo together would be good enough to make the Heat’s firsts from 2028 to 2030 of low value.
The Cavs are ready to win right now, and trading Mitchell for a ball-dominant one-way shooting guard and some late firsts knocks them down a peg now without the assets to climb back up again. If they were to entertain trading Mitchell (something that certainly wouldn’t happen until after this season) they would look for a trade package that allows them to continue winning with this core.
Could the Miami Heat truly be ready to offer Herro and draft picks for Mitchell? Sure. That doesn’t mean that the Cavaliers would have any chance of accepting that offer. Bill Simmons is a master at stirring up controversy and that’s about all he has accomplished with this trade idea.