Prosper with Keith Singer

Feeling anxious about the future of Social Security, the rising cost of Medicare, or unsure if your retirement savings will really go the distance? You're not alone—and that's exactly why you should join Keith Singer and David Friedland for a timely and eye-opening conversation. This episode of PROSPER tackles the headlines and hidden details that could shape your retirement, from the latest Social Security COLA to the controversial 4% rule and the real-life ripple effects of declaring when (and how) you claim your benefits. The rules keep changing, but your decisions are more permanent than you think!

But that’s just scratching the surface. Keith and David share smart, practical strategies for weaving together Social Security, IRA withdrawals, Roth conversions, and even those overlooked Medicare surcharges. There’s more to retirement than just picking an investment or cashing your first check—sometimes, it’s about what you don’t do that saves you most in the end. Want to find out why one simple mistake could cost a married couple six figures—or discover the “silent partner” lurking in your retirement accounts? Tune in—it might just be the most valuable half-hour you spend all month.


Prosper with Keith Singer is a weekly radio program heard all over South Florida, featuring Keith Singer and David Friedland of Singer Wealth Advisors, based in Boca Raton. Keith and David take on numerous financial topics and investment opportunities, and how they relate to retirement planning, with special emphasis on proper tax and legacy planning.

Is a divided government a curse or a blessing for your portfolio? In this week’s episode of PROSPER with Keith Singer, Keith and his co-host David Friedland dig into one of Wall Street’s favorite myths — that gridlock in Washington is always good for stocks. With fresh election results and a dramatic market pullback shaking investors, Keith and David cut through the headlines to uncover what history really says about market returns under political gridlock. But hold onto your hats — because while everyone’s talking politics, a different force may be moving your money: the powerful, unpredictable rise (and recent stumbling) of artificial intelligence stocks.

What’s really rattling tech giants and how should everyday investors think about opportunity and risk in the face of volatility? The guys break down what’s driving the AI selloff, debate whether a superstar like NVIDIA is suddenly a bargain, and share a creative strategy that could let you chase upside while cushioning your downside. Plus, they hint at little-known moves to get ahead of looming tax law changes — but you’ll have to tune in to find out how to make your plan bulletproof, no matter who’s in charge. Don’t miss this episode if you want smarter strategies and real talk about wealth, elections, and the future of your finances!


Prosper with Keith Singer is a weekly radio program heard all over South Florida, featuring Keith Singer and David Friedland of Singer Wealth Advisors, based in Boca Raton. Keith and David take on numerous financial topics and investment opportunities, and how they relate to retirement planning, with special emphasis on proper tax and legacy planning.

How does someone go from a turbulent childhood, navigating addiction, loss, and poverty, to building wealth and business success? This episode uncovers the real challenges behind self-made success, revealing hard lessons from jail, odd jobs, and pivotal moments. Explore how resilience, unconventional education, and chance encounters shaped a path few could imagine—while leaving the details of Jared Elmar’s breakthrough and his most unexpected twists for listeners to discover.


















Prosper with Keith Singer is a weekly radio program heard all over South Florida, featuring Keith Singer and David Friedland of Singer Wealth Advisors, based in Boca Raton. Keith and David take on numerous financial topics and investment opportunities, and how they relate to retirement planning, with special emphasis on proper tax and legacy planning.

“Did your money grow faster than a Big Mac?” This episode explores the hidden threats inflation poses—even as interest rates rise and investment statements show gains. Keith Singer and David Friedland unpack the disconnect between apparent safety and actual purchasing power, challenging assumptions about CDs, estate plans, and retirement strategies. What dangers might your financial and legal documents be hiding? Discover what you may not know about protecting your future without unveiling all the answers.

Prosper with Keith Singer is a weekly radio program heard all over South Florida, featuring Keith Singer and David Friedland of Singer Wealth Advisors, based in Boca Raton. Keith and David take on numerous financial topics and investment opportunities, and how they relate to retirement planning, with special emphasis on proper tax and legacy planning.

Did you know a single missed opportunity could cost you thousands in taxes each year? This episode dives into overlooked tax strategies, revealing who can benefit from Opportunity Zones, and why your IRA might actually belong in part to the IRS. Tune in as Keith Singer exposes hidden pitfalls and smart moves to safeguard your wealth, setting the tone for proactive, informed financial planning. Key details and actionable strategies are just beneath the surface—are you ready to find them?

Prosper with Keith Singer is a weekly radio program heard all over South Florida, featuring Keith Singer and David Friedland of Singer Wealth Advisors, based in Boca Raton. Keith and David take on numerous financial topics and investment opportunities, and how they relate to retirement planning, with special emphasis on proper tax and legacy planning.

What happens when retirement tax strategies suddenly flip the script? Explore the hidden pitfalls of inherited IRAs under the SECURE Act, and discover why deferring taxes could quietly cost more than you think. The episode dives into evolving Opportunity Zone deadlines, misunderstood Social Security claims, and the overlooked risks of high market valuations. In a landscape where the rules constantly change, discovering the right questions can be more valuable than any rule of thumb.

Prosper with Keith Singer is a weekly radio program heard all over South Florida, featuring Keith Singer and David Friedland of Singer Wealth Advisors, based in Boca Raton. Keith and David take on numerous financial topics and investment opportunities, and how they relate to retirement planning, with special emphasis on proper tax and legacy planning.

What does it take to rise from tortillas and butter to a Forbes self-made billionaire ranking? This episode explores early adversity, clever deal-making, and powerful instincts as Fernando DeLeon reveals how immigrant grit and smart investments shaped his fortune. Discover the hidden strategies, real estate pivots, and hard-won insights that separate luck from mastery. In a landscape where cycles and risks are everywhere, one key question remains: how do you spot—and seize—the undeniable turning points?

Prosper with Keith Singer is a weekly radio program heard all over South Florida, featuring Keith Singer and David Friedland of Singer Wealth Advisors, based in Boca Raton. Keith and David take on numerous financial topics and investment opportunities, and how they relate to retirement planning, with special emphasis on proper tax and legacy planning.

"Is your IRA really all yours—or does the IRS secretly own a share?" Discover the five-step method for reclaiming more of your retirement savings, and why old advice might cost your heirs dearly under new laws. With Keith Singer and David Friedland, explore innovative strategies for generating tax-efficient income, unmask common planning myths, and learn how the right analysis can reveal opportunities most advisors overlook. The mood is candid, the questions are sharp—and the solutions may challenge everything you thought you knew about retirement and income planning. Key details remain untold, ensuring each revelation surprises and educates.

Prosper with Keith Singer is a weekly radio program heard all over South Florida, featuring Keith Singer and David Friedland of Singer Wealth Advisors, based in Boca Raton. Keith and David take on numerous financial topics and investment opportunities, and how they relate to retirement planning, with special emphasis on proper tax and legacy planning.

What does it take to journey from a dirt-floor home in rural Vietnam to leading multi-million dollar businesses in America? This episode of “Prosper with Keith Singer” kicks off the “Rags to Riches” segment with Von Malone, whose early hardships, daring escape, and resilience shaped an extraordinary path through adversity. Listeners are immersed in gripping memories of survival, adaptation, and entrepreneurship—a testament to how grit and resourcefulness can pave the way to financial triumph. The conversation illuminates rarely-shared challenges faced by new Americans while sparking insight into building lasting wealth from the ground up.

Prosper with Keith Singer is a weekly radio program heard all over South Florida, featuring Keith Singer and David Friedland of Singer Wealth Advisors, based in Boca Raton. Keith and David take on numerous financial topics and investment opportunities, and how they relate to retirement planning, with special emphasis on proper tax and legacy planning.

What would you do if you won the lottery—grab the lump sum, or opt for a guaranteed income stream for life? In this episode, Keith Singer unpacks the unseen math, tax traps, and psychology behind sudden windfalls and pivotal financial decisions most people will face in retirement. Using real-life stories, he reveals how the same dilemmas play out for everyday savers when choosing between lump sums, annuities, or pension buyouts, and why what you don’t know can be the most expensive mistake of all. Discover how to structure income, protect your nest egg, and avoid the pitfalls that even the wealthy often miss.

Prosper with Keith Singer is a weekly radio program heard all over South Florida, featuring Keith Singer and David Friedland of Singer Wealth Advisors, based in Boca Raton. Keith and David take on numerous financial topics and investment opportunities, and how they relate to retirement planning, with special emphasis on proper tax and legacy planning.