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WW Lynchpin
I think football doesn't work the way you think, favorites don't always win the trophies, if that was the case then premier league would have been dominated by teams like derby, Nottingham Forest, Everton, Aston Villa etc. The whole point of competition is to give your best and win it and that is called the fighting spirit and that's why people watch the game.
I also have one question for you, assuming both Liverpool and Man utd loses their finals, wouldn't it make your season worse than ours because you will lose to the "One of the weakest Chelsea side in recent memory" while we will lose to the "Serial CL winner" Real Madrid?
Obviously I'm aware of that small fact. Thanks for pointing it out all the same.
As for your question, no, it wouldn't make it better or worse. Cup finals by there very nature are unpredictable at best. Yes, Real Madrid are a vastly superior team to that of Liverpool, but that doesn't mean the latter won't draw a surprise. To a lesser extent Chelsea are weaker than United, again, that doesn't mean they aren't more than capable of beating us. They are.
As said in a previous post, making vast improvements on our league position was imminently more pressing a priority than enjoying a cup run. Thus winning or losing that final will make little to no difference in terms of whether our season would be considered acceptable. At least in the eyes of our owners and all those associated with the club. The fans may feel differently.