That a professional sports team is some sort of "toy" for a billionaire is a fallacy. Take the Dodgers for example, they reportedly collected 185 million dollars in tickets receipts in 2019. Their TV Deal is worth 8+ billion dollars over 25 years which comes out to $325,000,000 dollars a year. Nobody knows for sure but that is a half-billion dollars of revenue a year from tickets and TV. A payroll of $250,000,0000 is easily doable without the members of the LLC having to throw personal finances into the pot. The hedge fund guys that own these teams are not pumping their own personal cash into the teams on any large scale. It defeats the purpose of buying an MLB team: 1.) they're scarce, 2.) they never sell for less than they're bought for 3.) there's no risk they go out of business, or interfered with by government regulation, and 4.) even the small market ones generate piles of annual revenue. Frankly, winning a World Series might result in a short term boost in revenue, but winning a championship doesn't really make the asset more valuable.