Interesting hypothetical. The dream - my dream, at least - is that Trae and Wemby hook him up with so many easy shots and ESPN highlights, he's not too worried about being that 1b/2 option any longer (or at least, as much).
Imagine a guy of Vassell's actually great skill level just shooting open corner three's/jumpers all night instead of having to work his ass off for almost every shot, you know? That would be a thing of beauty. I think he's smart enough to realize he'll play longer and thus make up any lost money in that scenario (by extending his career and his health).
We'll see, though. He got paid before Wemby, so it's unknown how he will take the pressure if, or (I hope, personally) when someone else slides in to take his place. As an aside, this is another reason why I don't think building through the draft is the right call, here. We need a #2 banana and if that's Risacher, Sarr, et all then Devin's not going to be happy. We might have a chance at good chemistry if we get an All-Star he's forced to respect on the court.