I just went from a 30' bumper pull to a 39' 5er and the overall length when hooked to the truck is very similar since the 5er pivots up in the bed instead of the rear bumper. The biggest difference in backing the two is the 5er is slower to respond to steering inputs. When I back it into the driveway, I had to change my landmarks I use for lining up and turning. One challenge is leaving room to swing the front of the truck around to change direction. You'll do more of the pull forward, straighten out, and back up again with a 5er. Trailer space, I'm comfortable I can get it wherever I got the 30 footer. I have lots of bumper pull experience, and there has been a learning curve going to the 5er.