The Active Duty Passive Income Podcast The Army’s ‘Perfect Soldier’ Walked Away — and Built His Own Empire with Cheyenne Wachtendorf | Ep 383
Markian sits down with Cheyenne Wachtendorf, a new ADPI member whose path runs from military service to creative deals—live-in flips, seller finance—and a 106-acre VA loan purchase. Cheyenne shares the mindset behind taking calculated risks, learning from setbacks, and his vision for Walk Squad Haven: real estate development, experiential recreation, and community mentorship.
Time Stamps
00:00 Introduction and Conference Recap
01:30 Guest Introduction: Cheyenne Wetten
02:23 Cheyenne's Unique Real Estate Journey
06:36 Military Background and Personal Struggles
10:47 Transition from Military to Real Estate
19:12 The Importance of Mentorship and Community
49:55 Cheyenne's Vision and Future Plans
52:36 The Puzzle of Real Estate Vision
53:14 Mapping Out the Dream
53:41 Leveraging W2 Income
55:49 First Real Estate Investments
01:01:02 Facing Setbacks and Learning
01:05:05 Rebounding with New Strategies
01:11:16 The Big Vision: W Squad Haven
01:17:17 Final Thoughts and Future Plans
Key Takeaways
- Start small, build momentum: early creative wins compound into bigger plays.
- Use VA loan creatively: structure matters more than “standard.”
- Failures become playbooks: debrief, systemize, and iterate.
- Mission first: purpose makes persistence possible.
Connect with Cheyenne
WachSquad Haven on Facebook:
- https://www.facebook.com/profile.php?id=61575568000549
- Phone: 903-698-3040
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Inside you’ll find real estate education that works, a supportive community that gets it, and the kind of camaraderie only service members can bring.
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