The Collective Genius Podcast

Jimmy Vreeland: The $1M Loss That Lead to A Profitable Business


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In this episode of the CG Live Podcast, I'm joined by longtime CG member and Army veteran turned real estate operator, Jimmy Vreeland. As a CEO-level member, Jimmy has mastered the art of implementation—going from learning to scaling across three markets through consistent action and community connection.

We dive deep into his takeaways from CG Select & Elevate, the power of vulnerability in leadership, the mindset behind wise investing, and the tactical shift that comes from learning hard lessons—like losing a million dollars. This conversation is packed with golden takeaways about slowing down to speed up, making decisions based on process over outcome, and finding friendship and balance in the grind.

Episode Highlights:

[0:00] - Introduction

[2:52] - Why Positive Intelligence hit hard in Jimmy's breakout session

[4:25] - Flipping manufactured homes: untapped gold in overlooked inventory

[5:09] - How novations in Illinois now make up 15% of Jimmy's business

[6:36] - The CG effect: moving from 0 to 5 with speed and support

[8:12] - Avoiding "infotainment": how Jimmy keeps learning actionable

[10:17] - The hidden value of friendships inside high-growth seasons

[15:26] - Jimmy's main stage talk: "What I Learned Losing $1 Million"

[17:50] - Sound decisions vs. sound results—the investor's mindset

[20:08] - Jimmy's market read: boring = beautiful in the Midwest

[22:29] - Why Q2 feels like a "tactical pause" and what's coming next

[24:06] - The CG community as your ultimate insurance policy

3 Key Takeaways:

  1. Execute, don't just consume – Learning is useless without implementation. Pick one thing and go.

  2. Process over outcome – Sound decision-making matters more than unpredictable results.

  3. Community accelerates growth – Being in the right rooms fast-tracks your journey from struggle to scale.

Links & Resources:

  • Learn more about CG and apply to join: explorecg.com

If you found value in this episode, don't forget to rate, follow, and share the CG Podcast. For more conversations like this one, head over to explorecg.com and take your next step toward scaling with purpose.

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The Collective Genius PodcastBy Leon Barnes

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