Hey Man, I just saw this thread today or would have posted this earlier.
Take or at least schedule a firearms class and call Commander Courtney and make the appointment. When you call him, he'll ask if you've taken the class. My appointment was about a month from the time I called.
You'll need the certificate from the class, a property tax or excise tax bill showing your address in Randolph and a drivers license. Maybe another item but I don't recall what. If you have a DD-214 bring that too as well as any letter from an employer you'll be carrying for. He'll tell you what to bring. Write it down as he's saying it if your memory sucks like mine does.
Don't be nervous about the meeting, he's very friendly and is a good guy to talk to. I actually enjoyed the meeting. Have good reasons for wanting the license to carry because he will ask you what they are and listen carefully to your answer. Saying "for all lawful purposes" and "personal protection" isn't enough. You'll be fingerprinted for the FBI database and your picture will be taken. Bring the $100 fee in cash. The meeting will take about 40 minutes. Near the end of the meeting he'll tell you what license and what restrictions you'll receive. Sorry but expect restrictions. He'll tell you how long it'll be until your license arrives. In my case he said six weeks and it came exactly one day short of six weeks.
I wrote this in the new users thread when I first joined:
I have an LTC-A, restricted, despite being in my late forties with no criminal record of any kind. The firearms officer stated that everyone's getting a restriction unless they put a DD214 or a letter from an employer saying they need to carry on his desk. I asked if taking courses from Mass Firearms and others, then reapplying, would get the restriction removed and he said no, not by him. He said that maybe the next firearms officer that takes over when he retires might do it. Maybe. I'm not bashing him, he's a good guy, a veteran, and a true public servant but I have to express my disagreement with him on this point.
Randolph has had about 5 shootings in the last 4 months with about 8 people getting shot including 4 people in the last week. Unfortunately this equals less people getting carry licenses to defend themselves, not more.