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Episode 02 · Money

How a $600 Laptop Became $3,000 of Debt (Pt 2)

Jul 8, 2026 · 33 min · Season 1

The other side of the same lesson. Jason picks up the thread: the money moves he regrets, the ones he'd still defend, and what actually changed how he thinks about it.

Chapters

  1. 0:00Intro
  2. 0:23Recording at Podcast Solutions
  3. 1:53Growing up without
  4. 4:49First paycheck, spent on clothes
  5. 6:56Credit cards in his 20s
  6. 8:25Spending as fast as he earned
  7. 10:25Spending to fill a void
  8. 12:53Checking in on men's mental health
  9. 14:14$600 laptop to $3,000 debt
  10. 16:40Student loans
  11. 18:45Why he avoided his debt
  12. 19:53Pawning the laptop
  13. 21:48The real lesson: have a plan
  14. 24:28Look your debt in the eye
  15. 26:13Would $10K have fixed it?
  16. 29:37Using AI to track spending
Your turn

How long did it take you to get out of debt?

Answer in the YouTube comments, or send us your own question for a future episode.

Companion post
How $600 Turns Into $3,000: The Math and the Way Out
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