Dream's character will get over; the crowd will know him from NXT and he has such a mastery of the subtle tics that make a gimmick into a character that he should be good on that front.
I do wonder, however, how he'll do in ring outside of the NXT bubble. For all that he does well, he's still not really good at filling out heat segments in an interesting manner, and he's still pretty raw in the ring overall. I don't know the opponents so I can't say if Gabe's put him with anyone good, but hopefully they'll be able to cover for what he's currently lacking in the ring (i figure that the crowd will be forgiving since they love his character).
Man, we're so far away from CM Punk and Tommy Dreamer getting heat over Punk covering ROH's ass on a one off, aren't we?