It's not looking like Massachusetts is going to get very many "only 3 inches" snows this year I would sign on. I can't do my driveway either and my landscaper (I just got this past summer, best money I have spent for peace of mind for a long time!) will do plowing for me too, BUT, last year the State needed all the free-lance snow plowers first, before they could do private stuff so I may not get plowed if there's a really big storm.

If you hire someone, I would simply find someone you really "like" and tell them your problem and play tit for tat for a bit, have the snow plow guy "accidentally" need the room to back up over your neighbor's area/plants because there's no room left near your property to maneuver and/or have your guy move some of the other guys snow "back" to his yard or your snow to his yard (if his guy comes first and "fills" your space), etc.