I'm not aware of Jack Jones having a criminal record in MA. Therefore, it seems likely that the charges will be pleaded out to a lesser charge that will include a stiff fine and possible probation. Maybe community service as well. It's extremely rare for someone to be jailed solely on a first offense weapons charge even in MA, unless there are other charges like actual assault or robbery that go along with it.If he doesn't have a proper concealed carry license for Massachusetts he is going to prison, as mentioned before this state has a mandatory minimum of 18 months even if it's your first offense. There is no gray area here.
As for his future with the team, all we can do is guess at this point. We still don't really know why he got suspended for 2 games last season; despite the team's reputation for having little tolerance for not towing Bill's line, the team seldom subjects players to an actual suspension (as opposed to a benching).