They all progressed until they stopped progressing. Wenger was winning FA cups up until he was sacked, those victories signified very little. All mangers sacked over league form, not inability to win cups.
Ole isnt saying one isnt independent of the other, just that you cant judge progress on cup runs.
“It’s not like a trophy will say: ‘We’re back.’ No, it’s the gradual progression of being in and around the top of the league and the consistency, and the odd cup competition can hide the fact you’re still struggling a little bit.”
There isnt a thing wrong with that quote imo