>>38867968I think one of the main reasons he never won a previous league is because he would just get stomped in the Champion's League and no one wanted to watch that.
Alola doesn't have a Champion's League yet so he might win.
You're probably right though. Honestly it's probably for the best that he never wins because otherwise anything other than victory in the next region would be a step down and they'd be forced to make Ash win every time and then all of the stakes would be gone.
