I know he's done it before. It's more like a 96% of the time rule. Every once in a while, they want something different to happen after the match, but still want Kane to win. So he blows the ringposts beforehand.
"You gotta hate somebody before this is over. Them, me, it doesn't matter."
"Hate, who do I hate? You tell me."
"Who do you love?"
-Wintermute to Case in William Gibson's Neuromancer
Ryder was also getting a paycheck from WCW & TNA. Plus, he owns a travel agency. I doubt Bob was hurting for cash. I don't know about Styles & Scherer, though. I assume Joey has had some other way to make money since his days in ECW.