>>52783727The issue is it was rigged from the start. Just take IL and OI Ash, excluding Johto.
>He was a screw up from day 1 as he started at basically the rock bottom.>He never battled before>He had very little knowledge of pokemon>His strongest pokemon was also his most disobedient as its wasn't properly trained.>His loss in the indigo league deeply cut him for how much of a joke his match with Ritchie went.>And that also stems from the fact that his badges he earned while in the Kanto league were not all 'proper' in the current day sense, only 3 to 5 out of 8 would be considered legitimate. >The whole thing with the orange islands was he wasn't even originally planning to do the pokemon league over there, it was just a simple errand for Oak, but he decided to do it, and actually won. He actually achieved something, and it was by being a better trainer.