I think if you have played Wipeout using internal cockpit view, going to VR won't be a problem.
A lot of old timers should find the transition easy, as a lot of them have always used that view.

Gee, I bought a new Panasonic 65" 4K TV last week and a PS4 Pro to take advantage of it a few days ago, now another AUS $500+ for a VR helmet and camera.

I wonder if the control input will be the same, I'd dread having to pilot any Wipeout with one of those mock steering wheels, and if that was the case, I'd think I'd give it a miss.