I’ve been playing poker for over 25 years, and I still love the game. Every time I sit down at a table, it feels like a time warp. Three hours can pass in the blink of an eye. The cards, the psychology, the rhythm of betting, and the social interaction all combine into something that’s both mentally stimulating. As an investor of stocks since 1996, the parallels are quite similar. You need to know when to press and when to cut your losses. There are a few big hands that will make or destroy your session. Stay disciplined. However, as I’ve played with more and more people over the years, especially in live cash games, I’ve noticed something troubling. A lot of players are gambling with way more money than they should. Not professionals. Not wealthy hobbyists. Just regular people playing stakes that can materially affect their financial lives. And too often, those losses don’t just sting for the night. They linger. Watching Someone Lose Too Much, Too Fast One hand in particular stuck with me.…