Nice car, good snow plow up front.
You live in Boston. Exactly why do you want to trade a Boxster for a really poor road vehicle.
DenverSteve and I can get into real trouble offroading within an hour or two from home. That's what a Jeep is for.
I have an 09 Tacoma but I really want a Raptor. The Boxster stays in the garage until you can run R compounds without cracking them.