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Best fit: Memphis Grizzlies
In a perfect world, Holland would wind up somewhere with spacers in its frontcourt and enough win-now talent to not need instant contributions from him. The Grizzlies check both boxes, since they have Jaren Jackson Jr. as their floor-spacing 5 and a roster that, assuming good health for Ja Morant, could be in position to contend as soon as next season.
Memphis would only need as much from Holland as he is currently able to provide, but if he’s more ready than expected, he wouldn’t encounter major roadblocks on the wings. The Grizzlies’ need for an impact two-way wing stretches back to their grit-and-grind days, and if Holland polishes the roughest parts of his game, he could finally fill that void.
Worst fit: Detroit Pistons
Holland’s ceiling arguably stretches as high as any in the draft, but he is basically starting from the ground floor with regard to his shooting, handling and decision-making. It will take the right developmental environment to bring out his best, and Detroit—how do we put this?—hasn’t exactly nailed many player-development projects of late.
Holland would benefit from landing in a functional offensive system that doesn’t need too much from him right away. The Pistons had this season’s fourth-worst offense, and they’re desperate to find a difference-maker capable of getting out of this rut. Detroit can also ill-afford more shaky shooters in its rotation, and Holland will carry that very reputation into the league.