One of the cons of tilt trailering is that the cross-windage is much greater. If you live in an area where you have to cross a lot of bridges that are subject to crosswinds... or you have a vehicle that isn't rated for towing at least 5000lbs (your average mid-sized SUV for example is typically rated at 5000lbs) then you want to think twice about a tilt.

That beind said, I know Tornado tows his tilted T witha minicooper :P