I've twice won a cup where there were managers 3 levels higher than me. Ironically, both times was the season after I tanked so I didn't have an opportunity for a treble those season. Figures!!!

This season the cup was hopeless, because there is a 175% team in it (+4 levels), but I don't think he manipulated the cup draw. I think it was just an abandoned team that became active again during the 1st week of the season. Last season, he didn't promote and was eliminated before the cup semi-finals.