I'll throw my experience in here.
Over the past 20 years we have had a few TCs with one 28' TT in there when the kids were still with us.
Last fall we were looking for something a little more comfortable. Cathy wanted a dry bath, a couch and a bed she didn't have to leap in to.
I wanted SHORT. Having had a 28' TT, I remembered the limitations
We thought of Class C and B. But our 3/4 crew cab was pretty new, had low miles and was paid off.
Found a barely used 2016 27' 5th wheel. $20k. Minimal investment.
This way we retain the truck as a daily driver and when hitched it is 40' from the front of the truck to the back of the trailer.
Yeah not as maneuverable as a TC, but easy to pull and has what we were looking for.
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We aren't pulling a huge trailer down the road and the truck handles it better than the TC.