The point is that he makes a mix of risk and fanaticism, a very volatile mix, but it works for him, and this works for him because he has the money and the knowledge, the bet on the Astros was not so crazy, despite being a fan .
As for the classic question, would I make the bet, the amount does not have to represent my fanaticism but rather the ability to do it within of my bankroll, then, as read in some posts above, the guy bet 10% of yours winnings, okay, I mean, in the equivalent, I would bet that % of my bankroll, if it is $100 or $10 million it is already a question of the size of the bet, and obviously sometimes seeing millions for the average mortal can be a lot but these guys live within those limits.
If they bet an amount outside their risk tolerance then they are foolish from doing so. If we would be asked whether we’d do the same thing and we happened to not have that much of money then the answer should be obvious, a big NO. But if I’m rich as him or Drake or others who bets huge
, then I’d probably do. Drake for example have lost some of his big bets but for sure he earned huge as well with his other huge bets. And they are simply aware of it, no need to worry. This scenario is just a simple representation of why we shouldn’t bet an amount we cannot afford losing, no matter how sure we are.