The Prosper Podcast

Is your money growing faster than a Big Mac? Discover why the “silent tax” of inflation can quietly erode your nest egg—without ever sending you a bill. Keith Singer and David Friedland reveal why even a well-written estate plan can fall short and how everyday decisions may leave your loved ones or favorite charities missing out. From menu changes to financial missteps, this episode explores the hidden threats to your retirement and legacy, and teases the key moves most plans overlook. Will your strategy survive the next 30 years? The answers may surprise you.

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 expense that derails your retirement isn’t the one you planned for? Join Keith Singer and David Friedland as they untangle the real costs of health care—and reveal why long-term care is the elephant in the retirement room. Get insights into navigating Medicare, tax traps, and hybrid investment options, plus a candid look at how emerging risks like AI could impact your portfolio. Discover the planning moves most retirees overlook—and the key questions to ask before it’s too late.

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.

Is there a way to turn a looming tax bill into an investment advantage? Discover the little-known Opportunity Zone changes, the surprising rules for capital gains, and why your IRA isn’t as private as it seems. Keith Singer and David Friedland unpack new strategies, reveal overlooked pitfalls, and share timely insights for those navigating high-stakes financial decisions—all without giving away the most powerful tools at play.

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 could derail a perfect retirement plan?” Discover the hidden dangers lurking in old 401ks, income strategies, Social Security timing, and long-term care. This episode dives deep on four challenges that can reshape your financial future and the surprising questions every retiree should ask—before it’s too late. The conversation sets a thought-provoking mood as experts discuss overlooked decisions and gaps, leaving key details open and inviting listeners to reflect on their own 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.

Is the IRS quietly positioned to claim a bigger share of your retirement legacy than you ever realized? This episode unpacks the seismic changes reshaping IRA inheritance and reveals a looming deadline that could reshape your capital gains strategy for years. Listen in as Keith Singer and David Friedland explore overlooked tax traps, clever strategies, and the little-known moves that could safeguard your financial future against shifting laws and skyrocketing market risks—all without relying on yesterday’s conventional wisdom. What’s at stake may be more than just your nest egg.

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 paying twice as much for a stock alter your financial future? Keith Singer and David Freeland uncover surprising truths at the intersection of stock valuations and retirement planning. Discover why the current market’s “CAPE ratio” could spell challenge—or opportunity—for investors, and explore strategies even the pros debate when markets are unusually expensive. The episode’s candid, data-driven discussion invites you to question long-held investment habits, while hinting at ways to weather turbulent times—without ever giving away the ending.

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 does it take to turn tortillas and adversity into billion-dollar deals? In this episode, Fernando DeLeon recounts the trials and triumphs that shaped his path from humble beginnings to remarkable wealth. Discover the mindset, strategies, and pivotal moments that defied all expectations. From spelling bees to Wall Street, every twist reveals new lessons—yet the biggest game-changers remain just beneath the surface.

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 sure you need a financial advisor—or are you in the rare group who doesn’t?" In this candid episode, Keith Singer and David Friedland reveal why some self-sufficient investors may not benefit from hiring their firm and outline the evidence behind DIY success. The discussion dives into behavioral pitfalls, defensive insurance strategies, and overlooked legal documents that shape financial security. The show’s tone is refreshingly honest, challenging old assumptions and leaving crucial details—and surprises—for curious listeners to discover.

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.

“Who really owns your retirement savings, and why are so many families shocked by the answer?” The Prosper Podcast dives into the hidden math behind traditional IRA advice, uncovering the IRS’s silent partnership and how recent law changes upend decades-old strategies. Keith Singer and David Friedland reveal overlooked pitfalls and introduce a new framework for maximizing family wealth—while warning against blanket solutions and quick fixes. Tune in for a clear-eyed look at the real risks, bracket gaps, and income-building options that could redefine your financial future, but be prepared—some truths may surprise you.

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 drives someone to turn childhood deprivation into enormous success? In this moving premiere of Rags to Riches, entrepreneur Von Malone shares an astonishing journey—from a poverty-stricken village in Vietnam and a harrowing escape attempt, to building thriving businesses in America. Amid tales of near-impossible odds, resilience, and reinvention, listeners are invited to reflect on both hidden struggles and overlooked opportunities on the path to prosperity. Uncover the roots of determination that can spark a life-changing transformation.

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.