I know OP specified TT vs 5er, and we’ve only had ft experience in class a, but want to put in two cents.
If those are the only considerations, 5th wheel, no doubt. We’ve met folks ft’ing in everything from camper vans and up. We’re perfectly happy in our class a setup and would recommend considering it. You can’t beat a 5er for living and storage space, but we’re managing fine. (Admittedly still tweaking and downsizing and going on two years😏.) We both have office space set up and work full time out of the coach. We usually move every three or four weeks and that’s the key, for us, to the MH over a 5er. If we slow down to like four moves a year, a fw will definitely be a stronger contender. (And my thoughts about that isn’t about set up time—I’m sure experienced 5ers can set up as fast as me, and those few minutes difference don’t matter. It’s the frequency of traveling time increases the frequency of lunch stops, overnight stops, etc. just the convenience to, whatever the weather, make and eat lunch, hit the John, take a nap... without opening the door. And on overnight stops, if we want to do any sightseeing or find a nice restaurant in town, can drop the car in about five minutes.)