I wrote letters to both of my kids the day before they were born.  Here's what I wanted them to know about money.  And even if you don't have, or want, kids, I think you'll find this helpful. 

Hacks are hard because shortcuts rarely exist. Prizes take time and effort. The personal finance industry – filled with advice that sounds and feels good without moving the needle – needs to recognize this. These aren’t fun hacks, but no one said this was easy.

Luck plays such a big role in the world. But few people want to talk about it. If I say you got lucky, I look jealous. If I tell myself that I got lucky, I feel diminished. Maybe a better way to frame luck is by asking: what isn’t repeatable? And maybe better yet: The way to get luckier is to find what’s repeatable.

The fun part of behavioral finance is learning about how flawed other people can be. The hard part is trying to figure out how flawed you are, and what stories make sense to you but would seem crazy to others.

A few of the best and most insightful things I've read lately. 

Woodrow Wilson was the only president with a Ph.D. in political science. He came to office having thought more about how a government functions than most before him or since. One of his complaints was that too many people in government held the belief that it was a Big Machine: that once you set up a series of rules you could take your hands off the wheel and let the government run on its own forever. They viewed government like physics, with a set of customs and laws that required no...

Mae West said, “Too much of a good thing can be wonderful.” That might be true for some things – health, happiness, golden retrievers, maybe. But in so many cases the thing that helps you can be taken to a dangerous level. And since it’s a “good thing,” not an obvious threat, its danger creeps into your life unnoticed. Take intelligence. How could someone possibly be too intelligent? How do you get to a point where you realize you could have been more successful if you had been a little...

This episode discusses my take on what you should pay attention to when reading history.  There’s a quote I love from writer Kelly Hayes who says, “Everything feels unprecedented when you haven’t engaged with history.” It’s so true. History’s cast of characters changes but it’s the same movie over and over again. To me, the point of paying attention to history is not the specific details of certain events, which are always random and never repeat; it’s the big-picture behaviors that reoccur...

Let me share a little theory I have about optimism, and why progress is so easy to underestimate. I’ll explain it in four parts.

Behavioral finance is now well documented. But most of the attention goes to how people invest. But the study of how you spend money might be far more interesting -- and practical. How you spend money can reveal an existential struggle of what you find valuable in life, who you want to spend time with, why you chose your career, and the kind of attention you want from other people. There is a science to spending money – how to find a bargain, how to make a budget, things like that. But...

There’s obviously a hierarchy of information. It ranges from life-changing good to life-changing disastrous. That got me thinking: What would be the most interesting and useful information anyone could get their hands on? Years ago I asked that question to Yale economist Robert Shiller. “The exact role of luck in successful outcomes,” he answered. I loved that answer, because nobody will ever have that information. But if you did, your entire worldview would change. Who you admire would...

There are two big ways to learn:  Active learning: Someone tells you what to learn, how to learn it, on a set schedule, on pre-selected standardized topics. Passive learning: You let your mind wander with no intended destination. You read and learn broadly, talk to people from various backgrounds, and stumble haphazardly across topics you had never considered but spark your curiosity, often because it’s the topic you happen to need at that specific time of your life. I can’t be alone in...

One sentence that knocked me off my feet when I read Will and Ariel Durant’s The Lessons of History was: "Learn enough from history to bear reality patiently, and respect one another’s delusions." I love that so much. The key here is accepting that everyone is deluded in their own unique way. You, me, all of us. When you realize that you – the good, noble, well-meaning, even-tempered, fact-driven person that you are – have views of how the world works that are sure to be incomplete if not...

My wife recently bought me an old book. It's called The Mathematical Theory of Investment. It was written in 1913 and it's as dry and boring as it sounds (but the old weathered cover looks awesome on a bookshelf).  I flipped through it and thought, "Does any of this matter?" These formulas, these charts, this data? Well, yes.  But not nearly as much as the soft, behavioral side of investing.  This episode shares 10 of what I think are the most critical financial skills -- none of which...

Expiring skills tend to get more attention. They’re more likely to be the cool new thing, and a key driver of an industry’s short-term performance. They’re what employers value and employees flaunt. Permanent skills are different. They’ve been around a long time, which makes them look stale and basic. They can be hard to define and quantify, which gives the impression of fortune-cookie wisdom vs. a hard skill. But permanent skills compound over time, which gives them quiet importance. When...

My new book, Same as Ever: A Guide to What Never Changes, is out today.  Books are hard, a multi-year slog from start to finish. But I’m excited for you to read this. I think it’s the best writing I’ve ever done. And it was fun to write! My hope is that you enjoy reading it half as much as I enjoyed writing it.  My first book, The Psychology of Money, was really about how you, the individual behave. Same As Ever is about how we, the collective, behave, and what we keep doing over and...

All optimistic beliefs can be dangerous because they’re so comforting, so easy to accept without asking further questions. Hope often masquerades as optimism when you think things will improve only because the alternative is too scary to contemplate.  Every optimist needs to justify exactly why they're optimistic. In this episode, I offer my own three reasons. 

Daniel Kahneman says, "The long-term success of a relationship depends far more on avoiding the negative than on seeking the positive." It's like that in so many areas of life.  Most people know what they're good at, or at least they think they do. Flaws, though, tend to be nuanced, and we're often blind to them.  This episode shares dozens of little flaws I often think about -- ones that are easy to ignore, but can compound into disasters over time. 

Measuring wealth is easy. You just count it up. Measuring some of the downsides of wealth is so much harder and more nuanced. They can be so nuanced and hard to measure that many people won’t even believe they exist. A downside to wealth? How could that possibly be?  Let me propose that the absurdity of talking about the downside of wealth is part of why wealth doesn’t tend to make people as happy as they thought it would.  When the benefits of money are so obvious but the downsides are so...

My new book, Same As Ever, comes out in a month.  It's about things that never change -- what's always happened in the world, and will keep repeating again and again? This episode shares five examples. 

Just after my son was born I wrote a few things I thought he’d find helpful as an adult. One of them was: "You might think you want an expensive car, a fancy watch, and a huge house. But I’m telling you, you don’t. What you want is respect and admiration from other people, and you think having expensive stuff will bring it. It almost never does – especially from the people you want to respect and admire you." Eight years later I still believe this to be true, and I might even double down.

A truth that applies to almost every field is that it’s possible to try too hard, and when doing so you can get worse results than those who knew less, cared less, and put in less effort than you did. There are mistakes that only an expert can make. Errors – often catastrophic – that novices aren’t smart enough to make because they lack the information and experience needed to try to exploit an opportunity that doesn’t exist.

All greed starts with an innocent idea: that you are right, deserve to be right, and are owed something for the efforts you put into establishing your beliefs and opinions.  It’s a reasonable feeling. But it sets off a chain reaction that leads to an inevitable boom-and-bust cycle.  This episode explores one of the most important topics in investing: the lifecycle of greed and fear, and why it cannot, and will not, ever go away. 

This episode is about the difference between intelligence and smarts, and why one is valued more than the other despite being less useful in the world. The core here is realizing that people are not spreadsheets. They are emotional, hormonal, misinformed, status-seeking, insecure creatures trying their best to make it through the day. So if you have to choose between understanding how the world should work in theory vs. how it actually works in practice, lean towards the latter. It’s like...