Should be fine. I've seen plenty of people using these cases. Before I put castors on my case I used to roll it around on a little luggage dolly that was basically the same as rolling it like this. Didn't have a problem.
I just got one of these cases for mine. Works great albeit the handle is a bit flimsy. I wouldn't recommend using the handle for any sort of leverage or lifting tho- only pushing and pulling.
this might have been caused by having the amp driven around crappy Quebec roads while on it's side inside the roadcase. http://www.talkbass.com/forum/f15/transformers-mounting-ears-my-svt-vr-argh-851946/ 15$ fix of nuts, washers and bolts. it's never gonna be an issue again.