The Time Freedom Podcast

I Lost $500,000 Investing. Here’s What I Learned.

Episode Summary

In this episode, Kirby and Brian break down the fundamentals of investing for time freedom through real-life stories, lessons learned, and some candid discussion. Brian opens up about his own investment mistakes and reveals how transparency and learning from failure can accelerate success. He introduces the barbell strategy for investing and explains how the Time Freedom Portfolio uses it to help you build wealth, protect your money, and sleep better at night.

Episode Notes

Top 5 Takeaways:

1. Investing isn’t about complexity—it’s about clarity and confidence.
2. Sharing financial mistakes helps others (and yourself) grow.
3. The barbell approach balances low-risk and high-reward opportunities.
4. Time freedom should guide your financial strategy—not the other way around.
5. The Time Freedom Portfolio blends safety and growth for lasting results.

Chapters:

• 0:00 – Introduction to Investing
• 6:35 – Personal Investing Stories & Lessons Learned
• 13:41 – The Importance of Financial Awareness
• 16:43 – How Investing Connects to Time Freedom
• 19:30 – The Barbell Investment Strategy
• 23:48 – Understanding Stock Market Returns
• 30:04 – The Time Freedom Portfolio Overview