Made calzone last night! Turned out great. I do put DRAINED diced tomato in mine, ham, black olives, onion, garlic, and 4 cheeses- mozz, ricotta, parm, and leftover mortadella. The dough wasn't a NY, but a basic dough recipe that I have from a Pizza book.
I do not cut a whole in the dough and usually do not have a problem, and then I cook it at 485F for 15 minutes.
Highly recommend trying.