Should You Buy an Annuity? A Real $80,000 Case Study
“Joe, I want to first talk about the elephant in the room.” Before we get into any retirement math today, I need to talk about something personal: the disaster…
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Is Quitting Your Job Worth It?
“So to me, this is not a money management question.” That’s what I told a listener partway into this episode — right after she told me she’s 42, makes…
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How to Stop Being a People Pleaser (Without Losing Yourself)
Luke Burgis built his first company by stocking vending machines. He was 23. He and his business partner put pita chips and granola bars in machines that had…
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Why You’re Not Just Trapped by a Job
Jack Raines liked his boss on Hinge. It wasn’t reciprocal. A few months later, three beers deep at a bar, he told her he was quitting — then found…
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Pay Off Your Mortgage or Retire Early? A Real $1.4M Case Study
“Joe, if you had to choose between retiring as soon as possible or paying off a mortgage, what would you go for?” I ask Joe that right at the…
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Is Spending $60K a Mistake?
“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…
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The Other Way to Reach Financial Independence
Cody Berman was 19 when he learned about financial independence, and 25 when he reached it. There’s no trust fund here, no lucky exit. Just a brutal train commute,…
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How Venture Capital Funds Work: GPs, LPs, and Fees
Would you trust someone with your money if the “interview” for the job was a fifty-page pitch deck and a decade-long commitment? That’s essentially what happens every time someone…
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Consumer Behavior and Purchasing Decisions Explained
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…
