CAIA Level II · Volatility and Complex Strategies · Free Lesson

Volatility Measures, Modeling, and Option-Based Strategies

Free CAIA Level II lesson in Volatility and Complex Strategies. 64 min read, ~9,531 words.

Selling volatility can deliver steady income for years and then give much of it back within days. In February 2018, prices of the nearest futures on the Cboe Volatility Index (VIX), a 30-day implied volatility gauge for the S&P 500, roughly doubled within one trading day. Investors holding short-volatility exposure, often through exchange-traded products (ETPs), took very large losses. The episode captures the core trade-off of selling volatility: you collect a steady risk premium in calm periods and absorb severe tail losses when volatility spikes.

Measures of volatility. Two primary measures look in different directions in time. Realized volatility looks back over a past return sample, and implied volatility looks forward from today's option prices.

Historical (realized) volatility. Annualized standard deviation of past returns. The intuition: take daily log returns, square their deviations from the mean, average, and scale to annual. Squaring deviations penalizes outliers and forces every move to count as risk regardless of sign; the factor of 252 converts daily variance to annual because there are roughly 252 trading days in a year.

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DECISION: Greek questions: ATM + long-dated → vega story. ATM + short-dated → gamma and theta story. Deep OTM/ITM → neither peaks there. Fast lookups: Vega highest? ATM, long-dated. Gamma highest? ATM, short-dated. Vega units? Textbook vega ÷ 100 per vol point, ÷ 10,000 per basis point; Δp ≈ ν·Δσ with matching units. Theta?

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