aiden516ya Nashoba valley is like 10 minutes from my house, it's decent but so small. Park is sick though
Unfortunately most resorts within an hour from boston are nashoba sized. You really don't hit bigger mountains until you're willing to commute two hours or more from Boston. After costs to commute, possible housing to stay the weekends, and shitty instructor wages you wont be stacking too much paper (if any at all). If you're only in it for the $ then I would reconsider. If you're just looking for a free ski pass or an easy job that allows you to ski a lot then it might be worth it.
Check out WV or Loon. Both are fairly easy commutes from boston. You can probably land a WV park crew position if you know a thing or two about digging. Don't even bother applying for park crew at Loon, you wont get a position as a skier. Instructor positions are a dime a dozen at both mountains. I swear they will hire anyone to be an instructor nowa days.