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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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Today we’re talking about one of my favorite truths in personal finance:
👉 Making money is only half the game. The other half is learning how to hold onto it.
It sounds simple, right? But it’s one of the biggest financial blind spots I see.
Some people make incredible incomes but are constantly stressed about money.
Others earn modest paychecks but somehow build quiet, lasting wealth.
The difference isn’t luck—it’s balance.
It’s how well you play both sides of the money game: offense and defense.
So, let’s unpack the psychology, the habits, and the mindset shifts behind making money vs. holding onto money.
Chapters
1. Intro (00:00:00)
2. The Excitement of Making Money (00:01:12)
3. The Quiet Power of Holding Onto Money (00:02:12)
4. Why We Celebrate Earners and Forget Savers (00:03:06)
5. Excitement vs Security (00:03:50)
6. Common Pitfalls (00:04:42)
7. Finding Your Financial Balance (00:05:32)
8. The Long Game (00:07:05)
9. Reframing the Goal (00:07:50)
20 episodes
