I think it depends on someone’s personality. If the thrill isn’t enough, they’ll challenge themselves just to make it more interesting. And if the situation isn’t always in your favor, you’ll definitely feel something, after all, we’re only human. Saying you don’t feel anything, even if money isn’t a problem, is just a lie. Sooner or later, you’ll still end up chasing those losses to get your money back no matter how small it is for you.