The Prosper Podcast

Keith Singer
  • 5.0 (2)
  • Investing

The podcast version of the Prosper radio program heard each weekend throughout South Florida. Keith Singer and David Friedland discuss up-to-date financial topics, as well as investment strategies that many investors may be unaware of. Singer Wealth Advisors is an SEC registered investment advisory firm.

  1. 1d ago

    Markets, Taxes, and the Hidden Risk

    “What if the very tool meant to protect your portfolio is quietly doing the opposite?” In this episode, the discussion challenges common assumptions about stop losses, market timing, and protecting against major downturns. The conversation explores why disciplined selling can be easier than smart re-entry—and how that gap changes investor outcomes. Shifting from risk to structure, the episode examines alternative approaches like buffered strategies, structured notes, and tax-efficient planning tools that aim to reshape downside exposure rather than react to it. The broader theme questions whether traditional tactics still fit an environment where valuations, taxes, and volatility collide in unexpected ways. 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.

    26 min

  2. Jun 6

    Oil Warnings & Market Surprises

    “Does $150 oil really break economies—or is this just headline panic?” In a week swollen with viral predictions and market twists, Prosper dives deep into what’s true and what’s spun, revealing how seasoned investors respond when fear collides with facts. Keith Singer and David Friedland calmly unpack the difference between supply shocks and market realities, challenge conventional wisdom, and share proven tools for financial resilience—without handing out quick-fix answers. Listeners seeking clarity in chaos will find perspective, strategies, and a few surprises hidden between the lines. 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.

    25 min

  3. May 30

    The Hidden Bridge to Tax-Free Wealth

    "Where is the $49 trillion that the IRS hasn’t taxed yet?" Discover what most retirees overlook about shifting tax laws, and why trusting today’s tax code could be costly tomorrow. Keith Singer and David Friedland peel back decades of history and reveal little-known strategies used by savvy investors to protect their retirement from government levers and legislative surprises. Find out why the ‘bridge’ to tax-free wealth has been in plain sight all along—yet almost nobody crosses it. 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.

    25 min

  4. May 23

    The Price WAS Right and the Harbor Pilot

    Did you know nearly half of your S&P 500 fund is concentrated in just two sectors? This episode of Prosper with Keith Singer challenges conventional wisdom around asset allocation, revealing overlooked imbalances and “bets” many investors didn’t realize they were making. Keith and David break down how massive shifts in energy investment, inflation, and retirement planning demand a new mindset—and why navigating the transition from accumulation to income calls for specialized guidance. What does it truly mean to get your ship safely home? You may rethink your own plan by the end. 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.

    26 min

  5. May 16

    Beating Taxes: The Advisor Advantage

    Is your advisor helping you win the tax game—or just keeping score? Many successful investors are losing thousands by separating tax planning from their investment strategy, all while believing a dusty will is enough to safeguard their legacy. Keith Singer and David Friedland reveal strategies the wealthiest quietly use to earn more, keep more, and ensure their wealth lands where they intend. Discover the five overlooked pillars that can transform how your money works for you—before and after you're gone. 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.

    26 min

  6. May 9

    The Retirement Risk Nobody Is Talking About

    “Does your retirement plan survive a 35% drop?” Today, Keith Singer and David Friedland dig into a provocative question raised by legendary investor Paul Tudor Jones—what if the market is more vulnerable than ever? Discover how historic stock market valuations, sequence of returns risk, and the hidden dangers of 'riding out' downturns could impact anyone within 10 years of retirement. Solutions and real client stories highlight just how much the investment landscape has changed—and why hope alone isn’t a strategy. 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.

    25 min

  7. May 2

    Engineering Tax Alpha: Keeping More of Your Wealth

    “Did you know the tax you pay on investment gains isn’t set in stone—it can be engineered?” This episode dives into the world of ‘tax alpha,’ unveiling strategies once reserved for billionaires and now accessible to more investors. Keith and David expose not only how the affluent keep more of what they earn, but also why growing wealth makes you a prime target—from sophisticated scams to intimate betrayals. Explore the hidden levers of tax efficiency and the critical safeguards that can make or break a legacy—with real stories that reveal what many never see coming. 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.

    27 min

  8. Apr 25

    Retirement Red Zone: Are You Prepared?

    “What if the real winners in artificial intelligence aren’t the companies everyone’s watching?” Discover why the foundation of AI’s explosive growth lies far below the tech giants, and how overlooked sectors could hold the keys to portfolio resilience. The episode explores the intricate five-layer structure behind AI, exposes gaps in typical energy investing, and guides listeners through the crucial retirement red zone. Uncover strategies most investors haven’t considered, and learn how decisions made today can forever shape your financial future—without revealing the solutions just yet. 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.

    24 min
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Ratings & Reviews

5
out of 5
2 Ratings

About

The podcast version of the Prosper radio program heard each weekend throughout South Florida. Keith Singer and David Friedland discuss up-to-date financial topics, as well as investment strategies that many investors may be unaware of. Singer Wealth Advisors is an SEC registered investment advisory firm.

Information

  • Creator
    Keith Singer
  • Years Active
    2024 - 2026
  • Episodes
    107
  • Rating
    Clean
  • Copyright
    © Copyright Eric Pedersen
  • Show Website
    The Prosper Podcast

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