Wealth Independence Podcast
The Wealth Independence Podcast guides high-income tech professionals through proven strategies for building passive income and achieving true financial independence.
Hosts Dustin Bailey and Adam Penn share battle-tested frameworks, real-world case studies, and hard-won lessons from their years of experience in private markets and alternative investments. Each week, they break down complex investment concepts, analyze current market trends, and interview successful investors and industry experts.
Through a freedom-first approach that emphasizes passive income, smart diversification, and thorough due diligence, learn how to shorten your learning curve and avoid common pitfalls on their path to financial independence.
Whether you're looking to understand private placements, real estate fundamentals, or alternative investment opportunities, Wealth Independence delivers actionable insights that help busy professionals make informed investment decisions.
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Wealth Independence Podcast
v2.29 - 1,000 Investors, One Recurring Mistake (ft. Mike Sullivant)
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Every deal that shows up in your inbox leads with the same summary: a projected return, a hold period, a market, an asset class. Comparing those side by side feels like diligence. But two deals projecting the same return can end in completely different places...and the reason isn’t on the summary pages.
Mike Sullivant has seen where the deals actually end. As Director of Fund Partnerships at Aspen Funds, he’s spent the last four years in conversation with the firm’s roughly 1,000 limited partners – hearing both the wins and the horror stories of investing in private alternatives.
Mike joins Dustin and Adam to share what those thousands of conversations taught him, starting with why the gap between two identical-looking deals almost always comes down to the operator – the thing newer investors often treat as an afterthought.
From there, they get into the rest of what a summary page won’t tell you: how aggressive the assumptions are, where a deal sits on the “risk pyramid,” and what to ask the fund-of-funds manager standing between you and the asset.
Episode Release Notes & Resources:
- Aspen Funds: https://aspenfunds.us
- Invest Like a Billionaire community: https://investlikeabillionaire.org
Watch episode on YouTube: https://www.youtube.com/watch?v=NCHdQvUaTvc
See all Wealth Independence episodes at https://www.wealthindependencepod.com
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This show is for informational purposes only and is not financial, investment, legal, or tax advice, and does not constitute an offer to buy or sell securities. All investments carry risk, and investors should always conduct thorough due diligence and consult with qualified professionals before investing.
