Episodes

  • The Hidden Tax Code: Wealth Secrets Revealed
    Apr 18 2026
    How can you protect your portfolio when market darlings stumble and volatility returns? This episode dives into the surprising risks of stock concentration, the overlooked normalcy of market downturns, and the contrasting realities faced by retirees and accumulators. Uncover tools that offer exposure with protection, and explore a century-old tax strategy the “informed” have used for generations. What if building true wealth was about knowing the rules the experts rarely explain?

    The Prosper Podcast is the podcast version of Prosper with Keith Singer, the weekly radio program featuring Keith Singer and David Friedland of Boca Raton, Florida based Singer Wealth Advisors. Keith and David discuss various financial topics and investment opportunities many people may not know about, and how they relate specifically to retirement planning.
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    26 mins
  • Income Planning in an Unpredictable Market
    Apr 11 2026
    What happens when you wait for lower rates—and they never arrive? This episode exposes the common misconceptions behind Federal Reserve moves and why the bond market truly sets the tone for mortgages, investments, and your financial plan. Join Keith Singer as he unpacks the hidden forces dictating interest rates, reveals pitfalls in conventional income strategies, and explores innovative ways to protect and grow your wealth—no matter where rates head next. The realities may surprise you, especially if you thought "normal" was just around the corner.
















    The Prosper Podcast is the podcast version of Prosper with Keith Singer, the weekly radio program featuring Keith Singer and David Friedland of Boca Raton, Florida based Singer Wealth Advisors. Keith and David discuss various financial topics and investment opportunities many people may not know about, and how they relate specifically to retirement planning.
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    25 mins
  • Turning Wealth Into Lifetime Income
    Apr 4 2026
    What if the real danger to your retirement isn’t market losses, but the way you turn savings into income? In this eye-opening episode, Keith Singer and David Friedland reveal why so many retirees stumble—despite years of diligent wealth-building—by mistaking growth planning for income planning. Discover the critical distinction that most advisors overlook, the silent threat called “sequence of return risk,” and the innovative income strategies that can transform your financial security. The secrets to preserving—and enjoying—your wealth may not be what you expect.

    The Prosper Podcast is the podcast version of Prosper with Keith Singer, the weekly radio program featuring Keith Singer and David Friedland of Boca Raton, Florida based Singer Wealth Advisors. Keith and David discuss various financial topics and investment opportunities many people may not know about, and how they relate specifically to retirement planning.
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    26 mins
  • Free Bridges and Fatal Mistakes: The Real Keys to Tax and Estate Planning
    Mar 28 2026
    Are you missing out on tax "free bridges" and making costly estate planning errors without realizing it? This episode, Keith Singer and David Friedland share eye-opening stories—from the high-earning executive paying unnecessary taxes to a grieving partner locked out of her late loved one's assets—illustrating how easy it is for even diligent people to miss crucial details. Learn why planning (not just filing), regularly updating beneficiary designations, and funding your trust truly matter; plus, discover the untapped power of tools like Lady Bird deeds to save your heirs time, stress, and tens of thousands in probate costs. Whether you want to protect your family, minimize taxes, or ensure your wishes are honored, this conversation reveals the difference between simply having documents—and having a real, coordinated, future-proof plan.
















    The Prosper Podcast is the podcast version of Prosper with Keith Singer, the weekly radio program featuring Keith Singer and David Friedland of Boca Raton, Florida based Singer Wealth Advisors. Keith and David discuss various financial topics and investment opportunities many people may not know about, and how they relate specifically to retirement planning.
    Show More Show Less
    26 mins
  • Institutional Investing with Christopher Zook
    Mar 22 2026
    Keith has a chat with Christopher Zook, the founder and chairman of Kaz Investments, a Houston based institutional firm with a broad based network of world wide investments. They focus on the boom in energy, especially as it relates to the growing demand for power usage by AI, as well as other areas where private equity can bring good returns.

    The Prosper Podcast is the podcast version of Prosper with Keith Singer, the weekly radio program featuring Keith Singer and David Friedland of Boca Raton, Florida based Singer Wealth Advisors. Keith and David discuss various financial topics and investment opportunities many people may not know about, and how they relate specifically to retirement planning.
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    29 mins
  • Income Planning and the Vision Quest Process
    Mar 14 2026
    The Prosper Podcast is the podcast version of Prosper with Keith Singer, the weekly radio program featuring Keith Singer and David Friedland of Boca Raton, Florida based Singer Wealth Advisors. Keith and David discuss various financial topics and investment opportunities many people may not know about, and how they relate specifically to retirement planning.
    Show More Show Less
    30 mins
  • Defusing the IRA Tax Bomb
    Mar 7 2026
    Did you know that a single investment could potentially wipe out tens of thousands from your tax bill—and that your retirement savings may be quietly growing a debt to Uncle Sam? This episode of Prosper with Keith Singer rips the lid off powerful but overlooked tax strategies, from oil and gas deductions to the IRA “time bomb” most high earners never see coming. Keith and David dig deep into legal tactics Congress intended for savvy investors—plus the surprising ripple effects on your family and your future. Master the challenge of turning today’s hidden risks into tomorrow’s opportunities, and discover why smart tax planning can change your financial trajectory for generations.

    The Prosper Podcast is the podcast version of Prosper with Keith Singer, the weekly radio program featuring Keith Singer and David Friedland of Boca Raton, Florida based Singer Wealth Advisors. Keith and David discuss various financial topics and investment opportunities many people may not know about, and how they relate specifically to retirement planning.
    Show More Show Less
    27 mins
  • How To Legally Slash Your Tax Bill
    Feb 28 2026
    Keith and David discuss numerous ways to save on what you owe to the IRS, including Roth conversions, private investments, structured notes and more, as well as how to obtain reports from their office which explain these strategies.

    The Prosper Podcast is the podcast version of Prosper with Keith Singer, the weekly radio program featuring Keith Singer and David Friedland of Boca Raton, Florida based Singer Wealth Advisors. Keith and David discuss various financial topics and investment opportunities many people may not know about, and how they relate specifically to retirement planning.
    Show More Show Less
    26 mins