First my sympathies to your friend!!
Have him join GOAL and check their website for up to date info on our laws.
www.goal.orgAs long as the AWBs and hi-cap mags are pre-ban, there is no problem here (except if he moved into the City of Boston . . . they have their own AWB ban and special permit requirements) in the rest of PRM.
Licenses here are TOTALLY discretionary and the local chief chooses who is "suitable" and who is not! One town will issue LTC-A/ALP with no problem where another town will refuse to issue anything but LTC-B (minimum for AWB class rifles) that is restricted to target. GOAL can point him to towns that are "friendlier" than others.
MG Licenses are legally available but MANY chiefs will refuse to issue them, and again they have total discretion. For civilians, you must have a C&R FFL to qualify for the MG License, and your reason must be as a "collector". Within the past month I know one police officer (gun enthusiast with C&R FFL) who was turned down by his own chief when he applied for a MG License. His chief just won't issue them to anyone.
This is NOT gun-friendly territory and he must join a gun club to go shooting, as we have no sandpits and mountains to just go to for practice! [I've shot with some of the local guys/gals in the Cascades before (thanks to Tweak) and I envy you folks!] A LTC is REQUIRED for possession of guns, ammo, mags, or components in MA. It is a more serious felony here to not have all your guns locked up than it is to murder someone.
If he can move to NH, he'd be a LOT BETTER OFF! CCW requires a simple permit that cost residents $10 and takes ~1 week to get there, possession or purchase only requires a DL. In MA it will probably take him 3-6 months to get his first permit (must take a course with MA Certified instructor, then fill out paperwork and wait, and wait, and wait). Most handguns are NOT for sale in MA, due to our requirements for approval and certifications (no Taurus, Colts, H&Ks, Glocks, etc.).