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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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Join me as I sit down with Tom Dunkel, a seasoned entrepreneur, real estate investor, and expert in capital preservation strategies who made the leap from a stable corporate finance career into the unpredictable—but infinitely rewarding—world of entrepreneurship. With decades of experience navigating alternative assets, fund-to-fund structures, and diversified wealth strategies, Tom brings a grounded, real-world perspective on how everyday investors can build resilient income streams regardless of market conditions. With navigating major business pivots, Tom’s journey is one of reinvention, resilience, and continuous learning. Today, he leads a growing investment firm focused on passive income, operator selection, and long-term wealth preservation—helping investors protect their capital while creating opportunities for expansion and financial freedom.
Tom and I discuss:
- His transition from corporate finance to full-time entrepreneurship
- How traveling abroad can shape worldview, confidence, and adaptability
- The early challenges—and humbling failures—that taught him how real estate really works
- Why diversification across income streams and asset classes protects your wealth
- How passive investing offers stability, scalability, and time freedom
- The power of fund-to-fund models for expanding deal flow and investor access
- What to look for when selecting real estate operators (and red flags to avoid)
- Why communication becomes even more critical during market downturns
- Tom’s focus on capital preservation in today’s uncertain economic climate
- How investment strategies should evolve as your financial life becomes more complex
Episode Links
https://www.linkedin.com/in/tomdunkel/
https://eaglecapitalinvestments.com/
Wealth Builder's Playbook by Tom Dunkel (E-Book)
https://funnel.eaglecapitalinvestments.com/opt-in-ebook-page
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THE MILLIONAIRE JOURNEY
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96 episodes
