It's not a bad strategy since it works for ChristianMingle.com and others. Of course when I see this name I read "i" "t" as in information technology, so without seeing this spot I'd just assume Trip was the surname of the owner of an IT sales and services company. Therefore it takes huge advertising investments to make TripIt.com known whereas a travel brand named Trip.com would essentially be an ad (unless and until they make acid and mushroom trips legal)
I think this is a great 30-second spot. TripIT claims, 30 seconds that can make traveling just that much easier. TripIt puts all your travel plans in one spot - on your smartphone, in your calendar, and online. Getting started is simple and it's free. Just forward travel confirmations to firstname.lastname@example.org and we do the rest for you.