If there's one thing you can't fault him for, it's that he knows what horse to bet on. Very rarely does he make a mistake and mishandle a guy who could be a potential ratings draw
I can't remember every guy he's brought in, and every guy he let go who continued their career, but in high profile guys he's brought in, Brock Lesnar made shockwaves in the sport and became the biggest MMA star to date. He milked Kimbo Slice for all he was worth before tossing him to the curb. He didn't play hardball to keep Andrei Arlovski or Tim Sylvia and I don't think he could be happier about those decisions. He let Dan Henderson go in what initially seemed like the best move ever when he lost to the much smaller Jake Shields... who he subsequently brought in for what became the biggest event of the year so far.
So now we've got the biggest name outside the "UFC" banner, Alistair Overeem, who allegedly is under contract with Zuffa. I say allegedly because when you can just dispute your contract and breach it, what is a contract really worth.
Really all I'm trying to point out is there's never been a push to get him, and I think it is because Dana knows he isn't all that he's cracked up to be. Another Fedor Emelianenko, a highly touted fighter by Internet rankings who believes he can leverage himself to make whatever demands he sees fit.
You know that saying, fool me once, shame on you. Fool me twice, etc. etc.
I don't think Dana F. White will be fooled again. I think he knows Alistair Overeem is not worth his trouble.