I don't have either. Have been told by someone who teaches driving them that the 5th wheel is easier than the trailer. Either one is a learning curve. You simply have to make up your mind you will learn it, whatever it is. IF it's what you want. For example, I could drive a Class A. I have. I don't like driving them - I don't like all that window space and things being that close. I know they pass that close to me and the box on the back of the Class C - but having things that close in my window is something I don't like. Therefore I will stick with a Class C. But, there is one Class A no longer made, that if I found for the right price when I'm ready to buy again, I would make the adjustment and get. So I'll never say never.
If I was looking at a tt or 5th, I would look at the 5th wheels, but that's just me. And I'd make up my mind to learn to drive it. Well, driving would be the problem - to back it up
Don't get intimidated by friends or family saying they couldn't do it. You'll never get anything then. And today lots of my friends and family are amazed and tell me they'd be intimidated by my little Class C. Glad I ignored them years ago. That said, one g/f and her hubby had a large 5th wheel. She never liked driving their truck that towed it - so didn't want to learn to drive it. Last year he had a health scare and they decided whatever they had she had to drive. They switched to a Class C. I laugh at her cuz I want to know the difference between the trucks - but she's more comfortable, and that was what was important. Make sure you'll be comfortable, then go for it.
As for Sheila, her DH just passed away. She never had to drive it before. So she has to learn or, as the case right now, she has family who is/are driving it for her when she moves locations.