From Flipping to Freedom: Paul Moore on Boring Investing, Big Losses & Purpose-Driven Wealth

🧠 Episode Overview

In this powerful episode of the Generations of Wealth Podcast, Derek Dombeck interviews seasoned investor Paul Moore, who shares his 25+ year journey from corporate life to entrepreneurship, house flipping, and finally, to becoming what he calls a "boring investor" in commercial real estate.

Paul opens up about his early mistakes, chasing shiny objects, losing millions, and the critical mindset shift that led to long-term success. The conversation goes deep into topics like investor due diligence, mobile home parks, financial freedom, and even Paul’s heart-led mission to combat human trafficking.

✅ Key Takeaways

• Chasing success vs. avoiding mistakes: Why learning from losses is more valuable than replicating others’ wins.

• The rise of “boring investing”: Predictable cash flow > excitement.

• The hidden risks of flashy returns: Many investors make money by luck, not skill.

• Mobile home parks as powerful long-term investments

• Investing for impact: How Paul uses his success to fight human trafficking.

• Shifting from FOMO (Fear of Missing Out) to FOMU (Fear of Messing Up)

🎧 Why You Should Listen

If you’ve ever felt pressured to go after the next big deal, this episode will challenge your thinking. Paul shares a rare combination of real estate wisdom, personal humility, and purpose-driven insights that make this more than a real estate podcast — it’s a roadmap to living and investing with intention.

📌 Topics Discussed

• Paul Moore’s entrepreneurial and real estate journey

• Commercial vs. residential investing

• Flipping mistakes and lessons

• Becoming a “boring investor”

• Due diligence and syndicator red flags

• Mobile home parks, RV parks, and self-storage

• Financial freedom through predictable cash flow

• Investing to combat human trafficking (AIM)

• William Wilberforce, legacy, and faith-driven leadership

 Time                       Topic                                                

 00:00 – 02:15  Intro – Meet Paul Moore                              
 02:16 – 08:00  From Ford to full-time investing (and early losses)  
 08:01 – 12:00  “How to Lose Money” podcast, Charlie Munger's wisdom 
 12:01 – 16:30  Why most investors don’t know their real numbers     
 16:31 – 20:00  From flipping to commercial investing                
 20:01 – 24:00  Passive investor mistakes & overhyped returns        
 24:01 – 28:00  Becoming a boring investor & building wealth         
 28:01 – 31:00  Best asset class: mobile home parks                  
 31:01 – 34:00  Investing in unseen ROI: faith, family