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Turn Taxes into Wealth: Roth Conversion Strategies for Investors

Turn Taxes into Wealth: Roth Conversion Strategies for Investors

Update: 2025-06-10
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What if you could pay taxes on a smaller amount while investing in the same deals—and then watch your money grow tax-free for decades? In this episode, we explore a little-known strategy that allows investors to convert traditional retirement accounts to Roth at a discount, even when those funds are tied up in illiquid syndications.




Today, we’re joined by John Bowens, a self-directed retirement expert from Equity Trust, to walk us through the “discount conversion” strategy and other advanced tax planning tools for passive investors. John explains how real estate syndications, solo 401(k)s, and Roth conversions can work together to help you minimize taxes, create tax-free income, and even build legacy wealth for future generations.




If you’re holding pre-tax retirement funds, investing in private real estate, or just tired of giving up a chunk of your gains to the IRS, this episode breaks down the tax code strategies that smart LPs are using to protect and grow their wealth.




Disclaimer


The content of this podcast is for informational purposes only. All host and participant opinions are their own. Investment in any asset, real estate included, involves risk, so use your best judgment and consult with qualified advisors before investing. You should only risk capital you can afford to lose. Remember that past performance is not indicative of future results. This podcast may contain paid advertisements or other promotional materials for real estate investment advisers, investment funds, and investment opportunities, which should not be interpreted as a recommendation, endorsement, or testimonial by PassivePockets, LLC or any of its affiliates. Viewers must conduct their own due diligence and consider their own financial situations before engaging with any of the advertised offerings, products, or services. PassivePockets, LLC disclaims all liability for direct, indirect, consequential, or other damages arising out of reliance on information and advertisements presented in this podcast.




In This Episode We Cover


The basics of Roth conversions and how they apply to self-directed IRAs and solo 401(k)s


The “discount conversion” strategy and how investors are saving thousands in taxes


How to convert illiquid syndication investments without selling


Key differences between traditional IRAs, solo 401(k)s, and checkbook-controlled accounts


When Roth conversions make sense and how to model out your tax impact


And So Much More!

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Turn Taxes into Wealth: Roth Conversion Strategies for Investors

Turn Taxes into Wealth: Roth Conversion Strategies for Investors

PassivePockets, Jim Pfeifer, and Left Field Investors