Worry is a terrible strategy, but for a long time it was the only one I knew. Now, I consider this a safe place, so don’t judge me when I tell you a little story. For years, when I would send in the sketch that goes with my column for the New York Times, I…
Some of us really like the status quo. Even when we have a better alternative, many of us are content to keep on doing what we’re doing. I think about this every time my wife and I swap cars. Depending on who is running what errands that day, we’ll switch between our big car and…
I have a crazy idea I want to run by you. Imagine that a cultural anthropologist finds one of your credit card statements in 100 years. What would your spending suggest you value the most? Based on your spending, what assumptions might someone make about how you live your life? Our credit card statements (really,…
Remember that kid in your high-school geometry class who raised his hand and asked the question everyone knew the answer to? Remember how the class laughed and thought he was so dumb? It turns out that kid wasn’t dumb. That kid was humble. More humble than most of us. And being humble, when it comes to money,…
I worry about money. I bet you worry about money, too. But here’s the interesting thing: I’ve never worked with anyone who identified “worry” as something they valued. So why do we let worry about money drive so much of our thinking and decision-making? My experience suggests our worry comes from trying to control things…
“I don’t know what to do.” I’ve heard those words a lot over the years. Smart, successful people with good educations would sit across from me and tell me they’d done little to no financial planning. They just didn’t know what to do, so they did nothing. I’m not surprised. Uncertainty has a way of…
I’m a huge advocate of the “no shame, no blame” rule when it comes to money. But I think there’s some confusion about how the rule works. It’s not that you won’t feel guilt. It’s also not about avoiding responsibility. Instead, it’s about recognizing the zero-sum game of relying on shame and blame to make better money…
Many of life’s choices fall into two categories: ■ Option A: Exciting and complex and quick, but the action rarely works. ■ Option B: Boring and simple and slow, but it works nearly all the time. I have been thinking a lot lately about why we are so intrigued by Option A. The list is…
When it comes to money, what we don’t know can hurt us. I’ve seen this truth play out time and again when people tell me they want to get serious about their finances. They want to invest. They want to make plans for the future. “Great,” I’ll say, “so what can you tell me about…
I was in the airport when I found out that the mother of one of my best friends had just died quite suddenly. She was at dinner with a friend, felt sick and was dead within a few hours. I learned this through a message from my mom, who heard about it on the local…