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YieldStreet Lessons and Retirement Withdrawal Strategies

Aug 22, 2025
Dive into the dramatic turmoil surrounding YieldStreet and the pitfalls of 'investing like the 1%.' Discover how some sophisticated investors faced huge losses and why choosing the right investment managers matters. Learn effective withdrawal strategies for retirement, especially during market downturns, and the importance of balancing inflation protection with downside risk. Finally, uncover why stocks can be a powerful hedge against inflation, even in turbulent times.
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ANECDOTE

YieldStreet Marketing And Big Losses

  • YieldStreet marketed "invest like the 1%" and attracted retail investors into private real estate deals.
  • Several sophisticated investors reportedly lost hundreds of thousands by concentrating in just a few YieldStreet projects.
INSIGHT

Asset Class First, Manager Second

  • Evaluate alternatives as an asset class first, then pick the manager second.
  • A high advertised return is a red flag unless you can show diversification and manager quality.
ANECDOTE

Concentrated Private Deals Mirror Single-Stock Risk

  • The podcast cited a case of an investor putting $400,000 into just two private real estate projects.
  • Andy Pratt compared that concentration to owning only one or two stocks and highlighted total-loss risk.
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