Tax Free Investing and Loss Aversion

What this episode covers

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 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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Frequently Asked Questions

How long is this episode of The Prosper Podcast?

This episode is 23 minutes long.

When was this The Prosper Podcast episode published?

This episode was published on December 28, 2025.

What is this episode about?

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...

Can I download this The Prosper Podcast episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.