Maybe I don’t travel enough. Maybe I need cooler, more jet setting friends. Or maybe we in the Internet industry are just talking to ourselves. If I had to bet on a horse I would put my money on TripIt. Why? Because it’s useful to me no matter how technologically backward my social circle is. No offense guys. Guys?
My Web Architect once told me to "not set out to build a community. That's the hard way of doing it. Instead, build out useful features and functionality that encourages community." Seems to me like that is TripIt's strategy and one I bet will pay off in the end.
Here's how TripIt works: you forward all your confirmation emails to plans@tripit.com and they turn them into tidy and shareable itineraries. There's of course a mobile version of the site, but the beauty of their iPhone app became apparent when I was at the Austin airport, apparently an AT&T dead zone, and was to brain dead to figure out which rental car agency I had a reservation with. Once I was in my car I used the app to get Google Maps directions to my hotel. Now if only the Google Maps app talked to me like Verizon Navigator, but that's a post/gripe for another day.So back to the making travel better and not leaving chance encounters with friends in exotic destinations (OK, conferences) to happenstance. It's a heck of a lot more likely that I'll recommend a service to my friends becuase it's useful and thus a lot more likely that I'll know they're in Austin for SXSW and we should catch up over a drink. And if my friends never get on it, at least I'll be organized enough to have made it to the conference in the first place.

