Prosper with Keith Singer

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...

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 constant...

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...

"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 opportuni...

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 en...

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...

What would you choose—a lifetime of steady paydays or a multimillion-dollar windfall, right now? This episode unravels the hidden risks and benefits behind the lump sum vs. lifetime income dilemma, from taxes to behavioral traps even seasoned investors overlook. Discover why your instincts might cost you, how the truly quietly wealthy approach these crossroads, and why today’s biggest investment g...

“How does a 4.2% inflation rate threaten your retirement—maybe more than you think?” Join Keith Singer and David Friedland as they unpack inflation’s hidden dangers and the ripple effects on spending, taxes, and future security. Discover why traditional strategies may leave you exposed, and how innovative tools can help you adapt. The discussion challenges common assumptions and spotlights underut...

What if your biggest financial win could also be your biggest risk? This episode dives into SpaceX’s historic IPO—an event that minted thousands of unexpected millionaires overnight—and uncovers the pivotal choices they now face. Join Keith Singer and David Friedland as they explore why windfalls can spark just as much fear as excitement, the “quiet” dangers of concentrated stock, and the high-sta...

“Is $150 oil about to break economies—or is this just another viral scare?” In this episode, Keith Singer and David Friedland dissect sensational headlines, reveal the real facts behind market turmoil, and explain how savvy investors can insulate their portfolios before panic strikes. Discover the hidden risks of reactionary investing and why proper financial planning—not headline chasing—can weat...

Is your retirement portfolio secretly making bets you didn’t choose? Keith Singer unpacks the stunning sector imbalance in the S&P 500, revealing how technology’s rapid rise may have left vital industries underfunded—and what that means for your financial future. Get ready for eye-opening insights, debates about energy investing, and a look at overlooked strategies that can change how you appr...

What if your nest egg suddenly shrank by 35%—would your future still be secure? This episode unpacks the looming risk of sequence of returns, explores market vulnerabilities exposed by renowned investor Paul Tudor Jones, and reveals sophisticated tools that protect and grow wealth amidst uncertainty. Discover why standard portfolios may fall short, and what hidden strategies could safeguard both y...

“Did you know building wealth makes you a target?” Dive into the alarming rise of sophisticated scams—and why, for many, dangers lurk closer to home than you might imagine. This episode uncovers the unsettling forces that threaten the assets and legacies of the affluent, explores real cases of financial abuse, and unpacks the tools and structures that can stand between your nest egg and disaster....

What if everything you thought about interest rates was wrong? In this episode, Keith Singer unpacks why even as the Fed cuts rates, mortgage and borrowing costs don’t always budge—and how the bond market quietly calls the shots. Discover why classic assumptions about financial planning might be putting your portfolio at risk, and gain insight into specialized income tools and strategies that go b...

Are you crossing the “free bridges”—or missing them completely? In this episode, Keith Singer and David Friedland reveal how easily even well-meaning plans can unravel when tax strategies, estate documents, and income planning aren’t fully integrated. Hear the eye-opening story of an estate plan gone awry, explore the high-stakes risk that derails many retirements, and discover why most people ina...

Most people miss the “free bridges” that can transform their financial lives—are you one of them? On this episode, Keith Singer and David Friedland break down some of the most common (and expensive) retirement oversights, from overpaying taxes at filing time to estate plans that fall apart when families need them most. Learn why true wealth management means integrating tax strategy, investment pla...

Income planning is the basis of everything Singer Wealth does for their clients' retirement needs. On this show, Keith and David go through their Vision Quest process for planning income, as well as other areas of retirement, and they also go over some investment areas many people may not know about. Keith also interviews Christopher Zook from Houston-based institutional investment firm KAZ Invest...

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. 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 R...

"What if the biggest fortunes aren’t made on Wall Street, but behind closed doors?" This episode dives into the elusive world of private equity—exposing why the wealthiest insiders seek it out, and what keeps most everyday investors locked out. Keith Singer and David Friedland shine a light on the opportunities and risks mainstream investment advice rarely mentions, setting the stage for a thought...

Keith and David look ahead to 2026 and discuss why analysts believe the year could bring decent returns to market investors. Later they bring in Singer Wealth's Chief Investment Officer Michael Lavi to talk about institiutional investing and sovereign wealth funds, and how they could be used in certain situations. Prosper with Keith Singer is a weekly radio program heard all over South Florida, fe...

People assume their advisor is looking out for everything, but that's not always the case. Keith and David look at some examples where clients could have saved a lot of money had their advisor offered available strategies for them to do so. Later they look at how Tesla could chance society in more ways than just electric cars, as well as the versatility of structured notes. Prosper with Keith Sing...

Keith and David lead off by looking at why investing in individual stocks is not usually the best way to use the market, then discuss why using tax planning strategies to pay lower taxes is smart wealth planning. In the second half of the show, they look at private real estate and how it can fit into your plan, as well as private markets in general and why the wealthy use them to create returns wi...

Keith and David open the show discussing ways to use derivatives as a hedge to market downside and as a way to create income. They also look at annuities with guaranteed income riders which provice income for life, ways to invest to make tax free gains, and then tackle loss aversion and why people mourn losing money more than rejoice making it. Prosper with Keith Singer is a weekly radio program h...

Keith and David begin the show by discussing a new study which shows the biggest factor in determining the performance of investment portfolios is asset allocation - the percentage of stocks vs. bonds, cash and alternative investments. Later they go over end of year tax planning strategies as well as taking another look at one of their favorite areas, structured notes. Prosper with Keith Singer is...

First Keith and David address the overvalued stock market, then Keith interviews billionaire real estate investor Fernando de Leon. He shares his story from his immigration from Mexico, to a Harvard education, a failed stint at Goldman Sachs to founding his own investment business, Leon Capitol Group. He also shares his outlook on real estate at present and where it may be headed going forward. Pr...