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GSP can always say i fought a man 15 lbs bigger if he loses to Bisping.
GSP has a better shot of beating Woodley than Bisping, but the Woodley fight is 50/50, with a loss likely being a Woodley KO, whereas the Bisping fight it's more like 40/60, with a more chance of a decision loss than a KO.
There a good chance Woodley can knock out GSP, which would look very bad.
GSP doesn't have the one strike to knock you down power of Wonderboy or the submissions of Maia. Woodley will not fight like this last couple of fights and will stuff takedowns and go for the knock out.
Its completely about PPV money for all of them.
Look, GSP isn't even ranked now, meaning he's not even in the top ten in the UFC in any weight division. In any real sport, after four years of retirement he'd have to prove he still belonged in the UFC, let alone get a title fight at any weight division - seriously, he hasn't been in the cage for four years.
So why do both Bisping and Woodley want to fight GSP instead of some guy who's actually in the top five (or at least top ten) of their division? Partly because GSP is right now going to be an easy fight (and I say that as someone who thinks GSP is along with Fedor, Anderson and Jones one of the GOAT candidates). But mainly because GSP is the biggest money fight they can get.
If it were about anything but money, Woodley wouldn't be calling out GSP, he'd be saying GSP has to prove he even belongs in the UFC, let alone deserves a WW title shot. But Woodley, like GSP and Bisping, understandably wants the biggest money he can get, even if its not a fight that should happen.
GSP is the same. Right now Bisping draws more PPV than Woodley does. Hence he's fighting Bisping. Its naive to think this is about anything but money for any of them. Bisping and Woodley would be asking to fight the number one contender in their weight division if it were about sport or legacy; GSP is about money for them. And Woodley is worried that GSP's PPV value is going to drop dramatically after his Bisping fight, when everyone sees just how much you lose when you retire for four years. GSP was one of the all time greats. This version of him is not.