I would like to see him play with IT and Gay more at the same time like the end of the Knicks game. Really spreads the floor
That's entirely matchup specific. As I mentioned the Knicks might have the second most punchless SG rotation in the league, after our own of course. So you can do that, although even there we played a little offense/defense. The next team we play has Klay Thompson, Harrison Barnes, and Andre Igoudala. In other words you can't play Jimmer at Sg without getting destroyed.
He's wasted out there between IT and Gay anyway, like anyone else you put there. It shines a bright light on all his deficiencies, and takes away all his strengths except spot three point shooting. And frankly that's not even really Jimmer's game. When he's on, its like IT. He's ball dominant, and shooting off his dribble if he can. waiting around like the rest of our SGs to get his 2 shots a quarter isn't to his advantage.
Much much of this depends on what we do in the next 5-6 days. Jimmer might not even suit up Wednesday night. Or, maybe we move IT in which case there are more possibilities. But playing the two guys together with any regularity is just hopeless lottery ball.