Are you afraid to invest your money? Aren’t sure where to invest, or what to invest in? We break down the principles of investing and the order in which you should invest in these articles and podcasts.
“Joe, have you ever had a stock that’s grown way beyond what you expected?” I ask Joe that right at the top of this episode, half because I already know his answer and half because it’s exactly the situation today’s final caller is in — and her question turns out to be messier than “just…
Why did I just buy my first bond ever, after years of being 100% invested in stocks? It comes down to a single number: 5.2%. That’s the highest 30-year Treasury yield we’ve seen since 2007, and it’s reshaping the calculus for every other investment out there. In this month’s First Friday economic update, I break…
![#738: Hackers Waited 3 Months for This Couple’s $1.2 Million Deal, with Dr. Eric Cole [GREATEST HITS]](https://affordanything.com/wp-content/uploads/2025/06/Eric-Cole-2025-suit-hands-crossed-photo-1-768x1303.jpeg)
Hackers broke into a real estate closing company’s servers and waited three months for the right deal — then intercepted a wire and stole $1.2 million from a couple who did everything right, right down to the closing table. Dr. Eric Cole was a former CIA hacker, Cybersecurity Commissioner under President Obama, and longtime security…
“Joe, how much did you spend on your wedding?” That’s how this episode kicks off, and it sets up the theme running through everything else. Joe and I help a couple figure out if their plan to retire together in 12 years actually holds up, and weigh in on whether a $60,000 wedding is a…
Is there really a housing shortage — or do we just have a lot of wealthy people buying up all the good stuff? That’s the question kicking off this episode. Joe and I also help a woman simplify a $1.5 million portfolio she’s managing on her own for the first time. And we help a…
Why can’t you buy Vegemite in Philadelphia — and what does that have to do with building a wildly profitable online brand? There are invisible forces shaping what you buy. Where you live. Who’s around you. What your local stores do — and don’t — carry. Most of the time, you don’t even realize a…
When it comes to our money, the things we feel most certain about are often the exact blind spots that quietly derail our long-term plans. We hold onto financial beliefs as if they’re religion or politics, rarely checking if they actually serve our long-term legacy goals. Veteran wealth advisor Andrea Baumann Lustig, author of Legacy…
![#723: Six Levels of Wealth, with Nick Maggiulli [Greatest Hits]](https://affordanything.com/wp-content/uploads/2025/07/OvkksR-6gJxgVZ0bYkYXoCofEFUwBkF4JrJaBf22RjA-768x1075.jpeg)
It turns out that almost everything we’re taught about personal finance is completely backward if you try to use the same advice your entire life. What works perfectly when you have $10,000 in the bank will completely stall you out once you hit $1 million. Yet most money advice treats everyone exactly the same, whether…
When a crisis hits the stock market, we tend to think that data, algorithms, and cold logic rule the day. But behind every major investment portfolio is a human being subject to the exact same psychological traps, behavioral blind spots, and emotional relationships that affect everyday investors. We sit down with Clare Flynn Levy, a…
We are currently on the precipice of the largest transfer of wealth in human history. Over the next two decades, an estimated $84 trillion to $100 trillion will pass from older generations to younger ones. This shift will fundamentally change the economic landscape, but for the individuals involved, it often starts with a single, overwhelming…