What would you do if you suddenly won millions—but your prize wasn’t just a check, it was a major choice? This episode of Prosper with Keith Singer unpacks the story of a lottery winner facing a deceptively simple decision: steady income for life, or an enticing lump sum now. Discover the unseen pitfalls, tax troubles, and psychological hurdles in choosing the right payout, and learn why this dilemma isn’t just for lottery winners—anyone approaching retirement could face a similar crossroads. Uncover the crucial question most people never think to ask before trading long-term security for a quick payday.

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.