I can't be out there hiking with you guys from the class of 2007, but when you get to Massachussetts, I'd like to do anything I can for you all. I know the trail from Sages Ravine to Upper Goose Pond extremely well, and all of the road crossings.
If anybody is ever in an Emergency situation in this area, please call me and I will do anything and everything I can to help.
If you're not in an Emergency situation, but just want a shuttle to town, give me a call and I'll see what I can do. I won't expect to be paid, other than money for gas on longer shuttles, but I am not a business and thus can't be always available/counted upon.
The number is 413-528-5233. Ask for Josh or Mr. Happy.
Also, I have several acres out back if anybody needs tent space about 2 miles from Great Barrington. There will be an organic farm on part of that land this summer and they may be looking for a little extra help if any hikers wanted a brief job.