The Prosper Podcast

The Prosper Podcast

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.

Episodes

Income Planning in an Unpredictable Market

April 11, 2026 • 24 mins
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 matt...
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Turning Wealth Into Lifetime Income

April 4, 2026 • 26 mins
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 incom...
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Free Bridges and Fatal Mistakes: The Real Keys to Tax and Estate Planning

March 28, 2026 • 26 mins
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 b...
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Institutional Investing with Christopher Zook

March 22, 2026 • 28 mins
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 ...
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Income Planning and the Vision Quest Process

March 14, 2026 • 29 mins
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.
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Defusing the IRA Tax Bomb

March 7, 2026 • 27 mins
Did you know that a single investment could potentially wipe out tens of thousands from your tax bill—and that your retirement savings may be quietly growing a debt to Uncle Sam? This episode of Prosper with Keith Singer rips the lid off powerful but overlooked tax strategies, from oil and gas deductions to the IRA “time bomb” most high earners never see coming. Keith and David dig deep into legal tactics Congress intended for savv...
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How To Legally Slash Your Tax Bill

February 28, 2026 • 25 mins
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.

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...
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The Transition Most People Miss: From Growth to Income

February 21, 2026 • 27 mins
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.
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What Wall Street Doesn't Want You to Know About Private Equity, Liquidity and Risk

February 14, 2026 • 25 mins
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.
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Market Outlook and Being Too Conservative

February 8, 2026 • 23 mins
Keith and David take a look at why various professional believe 2026 may provide good market returns, then turn their attention to why being too conservative to avoid market volatility can actually make you lose money to inflation due to lack of 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 Weal...
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What Institutional Investing Means for Retirees

February 1, 2026 • 25 mins
Keith and David talk with Michael Lavy, the Chief Investment Officer for Singer Wealth Advisors, about the types of long term investment strategies institutions use and how they can help retirees in managing their financial goals.

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 D...
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Tesla - From Cars to Robots

January 25, 2026 • 25 mins
Tesla is known for its electric cars, but they are into many other things that could change society in coming years. Keith and David discuss how the company is into manufacturing robots, as well as AI, energy storage and more. They also take a look at one of their favorite investment platforms, structured notes, and how they could bring smarter growth with predictability and much less volatility than the stock market.

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Why We Miss What Matters Most

January 18, 2026 • 26 mins
Keith and David point out some examples of clients who could have saved a lot of money if their current advisor had pointed out some planning opportunities instead of just managing their investments. They also look at how estate taxes and how they differ greatly for unmarried couples as opposed to married couples.

The Prosper Podcast is the podcast version of Prosper with Keith Singer, the weekly radio program featuring Keith Singer...
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Private Markets and Wealth Planning

January 11, 2026 • 26 mins
Private markets is one of Keith and David's most talked about strategies. First they focus on private real estate and how it can fit into your plan, then they address the private market in general, how it works and how it can provide returns while avoiding the volatility of the stock market if chosen properly.

The Prosper Podcast is the podcast version of Prosper with Keith Singer, the weekly radio program featuring Keith Singer and...
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Stock Picking and Paying Less in Taxes

January 4, 2026 • 23 mins
Keith and David begin a new year's worth of podcasts by addressing why it's best not to buy individual stocks trying to chase the so-called next big thing, then discuss tax planning and how it can be a smart and powerful tool for wealth planning and keeping more money in your pocket instead of doling it out to Uncle Sam.

The Prosper Podcast is the podcast version of Prosper with Keith Singer, the weekly radio program featuring Keith...
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Tax Free Investing and Loss Aversion

December 28, 2025 • 23 mins
First Keith and David explore ways of investing which could save money on taxes, including making Roth conversions, private placement life insurance, and more. Then they take a look at loss aversion - why people hurt more about losing money than they find joy in making it - and different ways to invest which could help bring gains and avoid big losses.

The Prosper Podcast is the podcast version of Prosper with Keith Singer, the week...
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Derivatives and Annuities

December 21, 2025 • 25 mins
Keith and David tackle two different financial products to create income - derivatives and annuities. Derivatives can protect against market downside as well as create an income stream when properly structured, and annuities with guaranteed income riders can provide income for life, also when properly structured.

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Structured Notes and Vision Quest

December 14, 2025 • 25 mins
Keith and David take another look at one of their favorite investment opportunities, structured notes, and the various ways they can be used to provide excellent returns with low volatility. Then they take a look at Singer Wealth's exclusive Vision Quest planning process and how it provides more value to clients.

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What Really Drives Returns

December 7, 2025 • 26 mins
Keith and David look at a study which concluded that asset allocation is the biggest factor in determining portfolio performance rather than stock selection or market timing. They also delve into end of the year tax planning strategies you can still use to lower your Federal tax bill for next April.

The Prosper Podcast is the podcast version of Prosper with Keith Singer, the weekly radio program featuring Keith Singer and David Frie...
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The Retirement Income Problem

November 30, 2025 • 23 mins
The retirement income problem is called sequence of returns risk, and it affects retirees who are taking money out of their portfolios rather than putting money into them as if they were still working. Keith and David address this issue and how to take it out the right way to avoid a high tax bill, among other things. They wrap up the pod with more information about estate planning and the benefits of various kinds of trusts if the...
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