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 — […]
Category: Investing
#725: What Most Families Get Wrong About Passing Down Wealth, with Andrea Baumann Lustig
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 […]
#723: Six Levels of Wealth, with Nick Maggiulli [Greatest Hits]
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 […]
#717: The 5 Ways Investors Behave When Things Go Wrong, with Clare Flynn Levy
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 […]
#716: Q&A: Your Kids Just Inherited $350,000 Each. Now What
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 […]
#715: Mrs. Dow Jones: Your Childhood Is Running Your Bank Account
She grew up with a Goldman Sachs dad. She still ended up broke in her 20’s.
Haley Sacks—known online as Mrs. Dow Jones—joins us to talk about the five-step financial framework she calls IBIZA.
Despite every advantage, she spent her twenties anxious, financially dependent, and charging dinners to her parents’ […]
#714: Q&A: Should I Sell One Property to Pay Off Another?
If you’ve ever wondered why some people thrive in real estate while others get burnt out, it usually comes down to one thing: understanding whether you’ve bought an investment or a job.
Joe and I tackle questions about the reality of scaling a rental portfolio, the math behind “high-yield” accounts, and how to stay […]
#710: Q&A: He Wants to Die With Zero – Here’s How to Spend $1M Without Running Out
Joe and I tackle questions about the complexities of early retirement at age 60 and the most efficient withdrawal strategies for lifelong security.
This episode explores both the technical and psychological aspects of “spending down”—from balancing Social Security timing with your investment accounts to deciding if you should spend every last penny before you’re […]
#702: Q&A: Why 3 Years Is a Weird Timeline for Money
Where should you park money that you’ll need in three years? It’s a question that forces you to balance safety with returns, and resist the temptation to gamble on the stock market just because it’s been going up for 17 years.
In this Q&A episode, Joe and I answer three listener questions. Olivia is saving […]
#700: Q&A: A $30K Promotion Near FI, Learning Put Options, and Scaling a 16-Unit Portfolio
Should you take a $30,000 raise right before you retire? It’s the kind of question that forces you to ask what you’re really optimizing for—money, or something else entirely.
In this Q&A episode, Joe and I answer three questions: Melanie is four years from FI but a high-stress job with a big raise just opened […]
