The Market Is Pricing Risk to the Upside. In 8 Years of Trading This Has Never Happened Before

tastyliveAbout 4 min readMay 31, 2026Watch original
THE SUMMARYAI-generated

Key Concepts

  • Call Skew: A market condition where out-of-the-money (OTM) call options are more expensive than OTM put options, indicating that the market is pricing in higher risk or demand for upside movement.
  • Put Skew: The standard market state where OTM puts are more expensive than OTM calls, reflecting a market bias toward hedging against downside risk.
  • Delta: A measure of an option's sensitivity to changes in the price of the underlying asset.
  • Volatility: The rate at which the price of a security increases or decreases; the speaker notes that "volatility is a trader's best friend."
  • Trade Management: The process of adjusting or closing positions to mitigate risk or lock in profits, described as 90% of the trading profession.
  • Blow-off Top: A chart pattern that shows a steep and rapid increase in price followed by a sharp reversal.

1. Market Analysis: The Anomaly of Call Skew

The speaker highlights a rare market phenomenon: Call Skew. Typically, markets exhibit "put skew," where investors pay a premium to hedge against market crashes. However, the current S&P 500 (SPY) environment shows the opposite.

  • Observation: With the market at all-time highs, the speaker observed that $5 OTM calls were trading at approximately $9, while $5 OTM puts were trading at $8.22.
  • Implication: The market is currently pricing in "velocity of risk" to the upside. The speaker notes that while the market usually "stair-steps up and takes the elevator down," the current pricing suggests the market is "taking the elevator up."

2. Trading Strategy and Methodology

The speaker emphasizes the importance of not "stepping in front of a runaway train" (i.e., blindly shorting a strong uptrend).

  • Positioning: Given the current all-time highs, the speaker is looking for a "blow-off top" or at least a minor pullback.
  • Methodology:
    1. Identify Skew: Check the options chain for both calls and puts at equal distances from the current price.
    2. Capitalize on Premium: Because calls are currently more expensive due to the skew, the speaker opts to sell OTM call spreads to collect higher credit.
    3. Risk Management: The speaker chose to sell the 755/760 call spread on QQQ. This provides a 20–25 point "cushion" to the upside, allowing for potential market gains while still maintaining a breakeven point around 754–755.
    4. Execution: The trade was filled at a credit of $1.69, which the speaker notes is a significant portion of the width of the strikes, providing a favorable risk-to-reward ratio.

3. Key Arguments and Perspectives

  • Contextual Awareness: The speaker argues that traders must look at their year-to-date P&L and existing portfolio delta before entering new positions. If a portfolio is already heavily short-delta, adding more short-delta positions at an all-time high is dangerous.
  • Adaptability: The speaker stresses that traders should not rely on historical norms (like constant put skew) but must adapt to anomalies. Spotting these anomalies provides context for market sentiment.
  • Trade Management: The speaker asserts that "managing your trades is what 90% of trading is about." This involves being prepared to adjust positions if the market continues to trend against the initial thesis.

4. Notable Quotes

  • "Volatility is a trader's best friend."
  • "The market likes to stair-step its way up and take the elevator down... right now, the market's pricing in the risk to the upside. So, it seems that we're taking the elevator up right now."
  • "Managing your trades is what 90% of trading is about."

5. Synthesis and Conclusion

The video serves as a practical lesson in identifying market anomalies to optimize trade entry. By recognizing that the market is currently pricing in upside risk (Call Skew), the trader is able to collect higher premiums by selling OTM call spreads. The core takeaway is that successful trading requires constant observation of market structure, the ability to adapt to non-standard conditions, and a disciplined approach to trade management—ensuring that one does not take on excessive risk when the market is at a "pinnacle point."

AI summaries can miss context or contain errors. Check important details against the original video.

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