Other than the compliance bullshit, this is mostly not an issue, if the buyer knows what they're doing.
That said, it is too much of a headache for most NH shops to deal with inbounding handguns (even "compliant" ones) into MA... because the people buying them are numbskulls that don't know what they're doing. I outlined this in a post awhile back (the entire reasoning why most NH FFLs will give you stinkface about inbounding into MA) in another post here, but if you're interested PM me and I'll find it for you. ) It also doesn't help matters that the ATF routinely feeds dealers WRONG information about MA laws... so when dealers call them for guidance, they get told a lie over the phone. (I've seen/overhead this happen myself at least once- some fed told an NH FFL basically told them they can't send any AKs into MA... even ones that are clearly neutered. )
So, long story short, a lot of NH FFLs "will not do this", SO just doens't want to deal with the aggravation. I'd be VERY surprised if Riley's does it at all,
either. Usually saying your from MA at Rileys will make them look at you like you're an ebola carrier.
-Mike