Pistol permit fresh off probation?

I'm 22 and currently living in NW Connecticut. I'm on probation for non-violent larceny (took a monitor from my old school around two years ago cause I was being an idiot) and before that I was on probation because I was with a "friend" when he took an xbox from best buy and lied to protect him. Both of these probations are the type where I was never actually convicted, and after they are over I won't have a criminal record, just an arrest record. When I was 18, I bought a rifle at walmart to target shoot with, but transferred it to a shop after about a year. During this second probation, I've gotten my act together. Ive never had an issue at probation, and my PO really likes me. Im going to school for nursing, and I'd never think of stealing again, but my question is this: I want to get my pistol permit after November when my probation is over - not so much just for self defense but so that I'll have my own pistol to shoot with my two army friends when we go to the ranges. Do you think the process will go smoothly, or does anyone forsee any problems?