>>30477246Silver, maybe. You might beat him but in Kanto its pretty clear he finally understands "the power of friendship". His team is already pretty strong at that point and he intends to just get stronger.
Wally? He only really wants to beat you but you keep beating him.. in turn he wont stop getting stronger until he finally wins.
N? He has a legendary and all that. Way more than most other trainers.
Youngsters since they tend to get top percentage ratatas.
Cynthia since she is arguably the best/strongest champion
But lets be real here for a second. Red. He has the highest level pokemon in game (that i can remember anyway) has a decent team comp and is always implied to be the best.
No MCs other than red count since you dont see their "canon" teams.