I've been waiting for someone to respond. I've furnished what I consider significant insight in my few posts, posing questions that have no absolute or correct answer, just as the question of this thread has no answer. Everyone's situation is different. What works for one doesn't for another. What's challenging for one comes easily to another. What's drudgery for one is fun for another. We all have our opinion of what's tougher and it is correct for us but not for everyone.
Even if we were to focus the question to who has it tougher financially or tougher logistically or tougher mechanically or any other specific there still wouldn't be an absolute answer. Given the open ended nature of the query it's even moreso unanswerable.
Oh come on Leo don't be so elusive! In the past five or six years you've driven everything "everything except a bus"
You have driven for USA Truck for a short time until you
"... discovered Fazoli's Italian restaurants."
You went on to say that
"With the big truck, it's inconvenient to park at Fazoli's. It was that inflexibility that pushed me to look for an alternative."
So see you have the "experience" to be able to discuss why a Tractor Trailer might be harder.
You have driven a Super "D" unit (one of the best looking trucks in expedite) outfitted with a large horsepower engine and an eighteen speed transmission, all of the best possible equipment including a large liftgate, obviously setup for W/G (except for the refer)
You've had a couple of regular "D" units and now a Van, so you of all people should be able to comment on the good and bad for each vehicle classification.
You could also help some of us when it comes to choosing a vehicle for a company and what the best fit is. Your experience with Express One, Panther (twice) Landstar, and Fedex would more than qualify you for helping the new people here understand what vehicles are good fits.
So how about sharing a little bit of your experience.