I don't know if it would have roled or not but I had my kids in there and the one got out of her car seat and was bouncing around in he back and distracted me then I lost momentum and thought it was time to have my wife get my girl out, then went a little futher and that is were it brought a tire up then slipped a little on the rocks so had my Redrock get my little boy out and during that time i could feal the wind rocking the wag. We tryed to manurver the wag a little with Redrock trying to hold it down etc..but that made it worse with down hill tire slipping more. all in all i had to keep my foot on the brake solid for 20 mins while Redrock position his jeep to bring my up hill tire down to make forward progresstion. the last two mins of holding the brake i thought i wasn't going to be able to do it because my leg had started burning and shaking so bad. but it turned out good but shook my wife up so bad that it has been hard to get her as excited about wheeling like she had been before.