Don't use mouthwash. Why? It's not Lindy. At least that's what Paul Skallas, a Chicago-born technology lawyer who goes by Lindyman online, says. I was fascinated to read a New York Times profile of him titled "The Lindy Way of Living," and knew I wanted to have him on 3 Books. In the 2012 book 'Antifragile,' the statistician and scholar Nassim Nicholas Taleb coined "the Lindy Effect." He wrote, "For the perishable, every additional day in life translates to a shorter additional life expectancy, kind of like me and you and the cheese and our fridge, or the milk and our fridge. But for the non-perishable, every additional day may imply a longer life expectancy." The Lindy Effect says that the longer something has been around, the longer it will stay around. Paul took this heuristic and with his unique and perceptive insights along with his deep reading of ancient history came to apply it to a broad range of things, including health. He doesn't use mouthwash, a relatively new invention that kills good *and* bad bacteria. But floss—poking stuff out of your teeth—has been around for thousands of years, so that can stay. This Lindy heuristic is a useful way to navigate our noisy modern world. As reality destabilizes with spiking AI and a fracturing media landscape we can learn and apply long-range lessons from the past to help us today. I love the unique, provocative, and often challenging 'The Lindy Newsletter,' which Lindyman publishes 2-3x weekly, to help us apply the framework to topics as diverse as urban planning, dating, medical trends, drinking trends, and even whether we should listen to health influencers. Lindyman gave me 3 very interesting and formative books. We talk about them along with the unintended consequences of the woke movement, why you should eat vegan once a week, how modern employment is destroying families, and much more. If you like to have your brain stretched like taffy and provoked by unusual thoughts this is the chapter for you. Let's flip the page to chapter 145 now.