I think there are plenty of examples of people who have dropped down weight classes and found success. I don't think he'd be cutting very much to make it and if he worked with Dolce I bet it would be very easy for him. He knows himself better than I do of course but I can't imagine that he wouldn't make the weight comfortably. The drop makes a lot of since for him stylistically as well. Being a striker the size will give him a big advantage with TDD (plus middleweight isn't exactly a wrestler heavy division) and his already granite chin would be inhuman at 185.
Glover is his only legit loss in the UFC in my opinion and there was no shame in that, but I feel he would be a top guy at 185, not just a gate keeper, which is where I'm afraid he'll end up at light heavyweight.
I wonder how much Anderson being the champion at 185 is factoring into his decision.