21. Toronto Raptors
Like other teams on this list up to this point, the Toronto Raptors are also a team that doesn’t need Simmons per se. They have a solid core of Fred VanVleet, OG Anunoby, and Pascal Siakam as well as a bright future in Scottie Barnes, but that doesn’t mean they can’t upgrade to have a legit All-Star on the roster.
While the Raptors don’t have any clear-cut players that would be the prize of the Philadelphia 76ers eyes, it doesn’t mean that they shouldn’t consider an offer from Toronto. There’s a way for the Sixers to get good value in a trade with the Raptors.
That’s right, the Sixers don’t get any draft picks back in this deal. However, they really can’t ask for it. VanVleet and Anunoby are both playing at or near an All-Star level, although it’s hard to say if either will make the game this year.
Simmons can be the point guard for the Raptors and he gives the Raptors even more size and versatility on the defensive end. As long as a floor spacer is at the five, which they do have on the roster, then offensive fit shouldn’t be an issue either. This is honestly one of the few trades that both sides could come away as winners.