10 People You Had No Idea Worked For WWE
5. Bill Watts
It was destined to fail.
When Vince McMahon brought the outspoken and notoriously bullish 'Cowboy' Bill Watts - of all f*cking people - into his organisation in late 1995 to take control of the booking so he could focus on other aspects of the business, he did so with the promise of autonomy for the former WCW chief. They were doomed from that moment.
Outside the times he's been busy trying to set up football leagues, McMahon's micromanagement has been his most famous and notoriously challenging trait. It continues to be to the detriment of his product in 2020, but it was possibly what was needed most as he tried to navigate his way out of the company's financial nadir. That the two of them co-existed for three whole months was shocking enough for most casual observers.
Watts' promotional and management styles were out of date and time during the New Generation, and though he managed to orchestrate one of his legendary heat segments on the October 9th edition of Monday Night Raw, he'd be gone just weeks later.