I once back with my toad for a very short distance. As a general rule it doesn't work well. Knock on wood, I have yet to have had to unhook the toad on a trip. I am anal about pulling into places when I'm pulling the toad. Getting gassed up with the toad is sometimes a minor pain in the backside but, I start looking at a half tank so, I have been OK with that.
We did a TT for several years and there ain't a thing wrong with it. Nothing is perfect. Driving that RV has it aggravations and pulling a TT has just as many. My wife has some health issues so riding down the road in the house really works good for her. We only have to stop when the driver (me) has to pee. The older I get the more that happens. I think that TT vs. motorhome with a toad is a dead heat. I will note this, if you're camping for extended periods of time you save on fuel with a toad rather than a big tow vehicle for a TT or a 5'er. I have gone to the beach for a week many times with the toad topped off before we leave. We rarely buy gas in the toad till we are back home. So, the only gas we actually buy on the trip is for the motorhome. Over Christmas we will spend, in total, maybe $250.00 in gas. That two weeks. One week at one beach and the second week 100 miles South at another beach.