Stuck in the Middle with You

Why can’t I get the song “Stuck in the Middle With You” by the band Stealers Wheel out of my head? I wasn’t even around when it was popular, and I don’t enjoy the rest of the band’s music, but it still hums in the back of my mind during the trading day.

It has a lot to do with tail hedging.

Skilled option traders select trades based on market conditions. If implied volatility is depressed, calendar spreads have a good risk reward payoff. If implied volatility is expensive, a butterfly spread might make sense.

Placing bets on tails, the large and rare moves in the market, require strategies that are a little more complex than simple butterflies or calendar spreads.

Why?

Stealers Wheel

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Stealers Wheels – Stuck in the Middle with You

This gets back to my Stuck in the Middle with You affliction. The stock market has a lot of quiet times, it’s stuck in the middle a lot. Large movements in prices are rare. In fact, the Covid 19 crash was one of the few large price movements in history.

If this was a Stealers Wheels song, this might be called “Moving Rapidly Away From the Middle With You.”

Best,

James

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