The Prosper Podcast

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.

“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.

“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.

“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.

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.

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.

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.

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.

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.

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.