Discounted Roth Conversions feat. Keith Blackborg

7 Mar 2024 · 39 min
39:23

In this episode of the Invest Like a Billionaire podcast, host Bob (Ben) Fraser interviews CPA and founder of Financial Journey, Keith Blackborg. The conversation covers a wealth‑as‑a‑business mindset, outlining how millionaires can adopt billionaire‑level strategies such as transitioning from an operator to an investor, building a synergistic team of professionals (a virtual family office), and gaining access to private vetted alternative investments through investor communities. Keith explains a technical tax strategy he calls a “discounted rollover conversion,” where assets held in a traditional IRA or 401(k) are rolled into a Roth account at a valuation that reflects marketability and operational discounts, allowing the investor to pay tax on a reduced amount and enjoy tax‑free growth thereafter. The discussion details who performs the independent valuation, how the discount is justified, and the risk‑/reward considerations (age, future tax rates, capital calls, interest‑rate‑driven valuation changes). They also talk about practical steps for building an investor network, attending events (e.g., passiveinvestorevent.com), and leveraging community expertise for due diligence. Keith shares resources – a discounted rollover guide, his website financialjourney.life, and upcoming events – and invites listeners to connect for further assistance.

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