Man, tempting!
Hmmm... 3,300 mi, at best 15 mpg, gas is about $4 a gallon... that's 800 something bux for gas, plus food, hotel... I found a flight from SD to Boston for under $600. Probably about $2,000 all told. Then there's the time, several days at least.
Stu, while that does sound like an awesome adventure and it looks like an awesome truck, I'm afraid it's pretty impractical. ...especially since my schedule is fully booked until after October.