REI Deal Finders

The 5 D's That Every Real Estate Investor Must Overcome


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In this episode of REI Deal Finders, I break down the real challenges that every investor faces—no matter how long they've been in the game. We call them the "5 D's of Real Estate Investing," and they're not about deals or dollars—they're about mindset, momentum, and staying in the game when things get tough.

This is the first live training of the year, and it's all about helping you push through the things that stop most investors: Doubt, Discomfort, Disappointment, Distraction, and ultimately Discovery. Whether you're brand new or already doing deals, these D's are part of the journey. Learn how to recognize them, how to move through them, and how to use them to your advantage so you can thrive in 2025.

Episode Highlights

[0:00] – Introduction

[1:02] – What the "5 D's" are and why they matter for every investor

[3:39] – Starting in 2007 with no mentors, no YouTube, and lots of mistakes

[4:00] – Why recognizing these challenges can keep you from the "downward spiral"

[6:00] – Doubt: Why most people never take the first step

[9:40] – Discomfort: Growth hurts—but it's necessary for your next level

[12:12] – Disappointment: Deals fall through, numbers don't work—and that's okay

[15:37] – Distraction: How shiny objects on YouTube and TikTok can derail your focus

[18:17] – Discovery: The real reward—when it all finally clicks

[20:38] – Why these D's are a cycle that even experienced investors go through

[23:15] – Your next steps for staying committed and connected

5 Key Takeaways
  1. Doubt is natural—but it can't drive your decisions
  2. Discomfort is a sign of growth, not failure
  3. Disappointment will come—but resilience is the skill that matters
  4. Distraction kills momentum—stay focused on your one path
  5. Discovery is real—and it's what makes the whole journey worth it

If this episode helped you see where you are in your investing journey, do me a favor—follow, rate, and review the podcast, and be sure to share it with a friend or accountability partner who needs to hear this right now.

Let's go get that next deal—and thrive in 25.

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REI Deal FindersBy Deal Finders Club

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