Didn't understand the part about roadies. If have enough money to hire roadies, this post has absolutely nothing to do with you and your experiences. I wanted to hear the opinion of independent / underground musicians that do regular gigs and carry their own gear on a plane, a van or a car.
Most of the guys that have replied here have reasonably sized rigs for monitoring purposes and are responsible for their own setup and sound. I've never seen a wedding band arrive with a trailer and roadies. I see no problem in carrying a cab and an amp 2 days a week, and for restaurant, corporate, wedding etc gigs there will probably be no sound guy, no big PA subs and so on, so there's no choice.
I was more concerned about the typical rock and metal venues, that usually have a decent PA and will always take a DI signal from your amp and no matter how awesome your cabinet is, you'll probably be the only one who actually cares about it.