I suggest you do more research on Skoolies, in particular how long it takes most to finish one if they ever do...you would have the ability to diy the drivetrain fixes yourself so that is a plus.
You can re-build a 5th wheel trailer anyway you want, and in fact, is a much better start as it will have certain things you need already, like tanks, pumps, and electrical, and is taller and wider, and with slideouts WAY bigger.
It really depends on how much you move around. If you don't stay somewhere more than a couple days, the need for another vehicle is less, as you won't run out of beer or milk or cereal or water in 2 days. If you plan 14 day stays like national park limits, a trailer is much better giving you a vehicle to drive. And hitch and unhitch time no big deal.