I'm flying to NYC to buy a 2000 Toyota Tacoma and drive it back to Chicago. I'm buying the truck on ebay, and can guarantee that it is mechanically sound and I will have AAA and full insurance so no worries there. The truck is a 4x4 and has a topper on the back so weather and stuff (luggage) is of no concern to me. Also, I am an experienced road-tripper and a good driver.
I'm a young fun, adventurous guy looking to have a good time and am down for anything. Maybe, if we see something cool and want to check it out, I'm down. That's how I travel. I can go straight through and be fine with that, but not going to stress about a deadline or anything. I'm totally flexible, so just let me know if you're interested.
Anyway, there is also the possibility to go to Denver and then Montana for a ski trip if anyone is interested. I will be stopping in Chi-town for a couple days, packing some stuff, maybe hang out downtown with some friends for a night and then continue on to Denver.
I will be in Denver for another week, give or take, to ski and see some college friends, and then head up to Missoula, MT where I live (kind of). I would love some cheerful and adventurous company for the trip so if your interested, like to have a good time, meet people, and don't stress about time and technicalities, than hop on board! This will be a sweet road trip in a sweet truck.