Vince McMahon is a major league gambler. When he took over the northeast promotion known as the World Wide Wrestling Federation from his legendary father in the early 1980s, buying top talent from numerous regional territories (as well as syndicated television slots in the various fiefdoms) in a daring effort to expand nationally in clear violation of long-standing gentlemen’s agreements between promoters across the country that his father had previously honored, it was a huge financial gamble that he eventually won.
Putting out the up-front money to pull off the first WrestleMania a couple of years later required McMahon to take sizable loans for a novel event that was hardly guaranteed to be successful. Given that we recently had WM 36, despite the pandemic, one has to consider the Mania concept a major victory for Vinny Mac. When McMahon was indicted by the federal government on steroid-related charges a few years later, he took a risk, fought the case in court and was acquitted.