The Derivative

Solo Summer Six-Pack: Talking Trend, AI, Leverage, and Hurricanes

9 snips
Aug 29, 2025
Jeff dives into a challenging trend following drawdown, revealing how different this one feels after 25 years in the market. He honors Waldo Wiens, a key figure in managed futures, while reflecting on lessons from Hurricane Katrina. The discussion shifts to AI's role in finance and education, questioning its potential downsides. He champions strategic leverage for diversification, reshaping misconceptions about risk. To top it off, Jeff shares personal rants on everything from wind turbines to highway manners, leaving listeners entertained and engaged.
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INSIGHT

Trend Needs Continued Moves To Recover

  • Trend following is in a prolonged drawdown because positions are long many risky assets but haven’t completed sustained moves.
  • For trend to recover, current directional moves must persist for many more months, not just reverse briefly.
ANECDOTE

Waldo Weens Backed New CTAs

  • Waldo Weens was a Kansas farmer who seeded dozens of CTAs with millions and anchored new managers.
  • He backed young strategies generously and hedged exposures on his own while not demanding draconian fees.
ANECDOTE

Katrina Taught Risk Of Spread Trades

  • Jeff recalls watching Katrina coverage on a plane and how the storm upended energy markets.
  • He uses Katrina to warn that calendar spreads and spread trades can blow up when physical delivery and infrastructure fail.
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