> For every winner in the options game there are probably 99 losers. It's call survivorship bias.
Sure, if people are taking aggressive positions. I'm not sure his initial YOLO was that insane, it had a fair chance of being OK. (In this unique case, the massive naked short position turned out to be the insane play.)
But it's approximately a zero-sum game, so it's not irrational in general to be betting on options.