Decoding Success with Matt LeBris

350. Sam Dogen: Pain Is Progress: Why Financial Discomfort Can Free You


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What if the very thing you’re avoiding, financial discomfort, is the key to your freedom?

In this episode of The Decoding Success Podcast, we’re joined by Sam Dogen, the creator of Financial Samurai and author of Millionaire Milestones. Together, we unpack the biggest financial lie millennials are still telling themselves, why winging it with your money never works, and the mindset shifts that lead to true wealth.

From forecasting your future misery to redefining what “enough” means in a world obsessed with more, this conversation is packed with raw truths, personal stories, and hard-hitting advice you won’t hear from your typical finance guru.

If you've ever thought you're behind, if you’re feeling pressure around money, or if you're simply searching for clarity, discipline, and peace of mind... this episode is your wake-up call.

This episode is presented by my friends at Brand Builders Group. Ready to take your personal brand to new heights? Monetize your brand? More... Get on a free call with a certified brand strategist here 👉 https://freebrandcall.com/mattlebris

🔑 What You’ll Learn:
  • Why “everything will be okay” is the most dangerous lie in personal finance

  • The surprising link between pain and purpose when building wealth

  • How to calculate your own freedom number (and why it matters)

  • The reason saving should feel uncomfortable—and what to do about it

  • How to integrate values + money goals without losing joy

  • Why most people fail to build wealth (and how to never be one of them)

🔗 Resources Mentioned:
  • Sam Dogen’s Book: Millionaire Milestones

  • Financial Samurai Blog

  • Follow Sam on X (formerly Twitter)

🚀 Ready to take control of your finances?

This isn’t just about money... it’s about time, freedom, and designing a life on your terms.

👉 Rate, review & share this episode if it resonated with you. 👉 Tag us on social with your biggest takeaway: @mattlebris

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Decoding Success with Matt LeBrisBy Matt LeBris

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