Thesis advisor: Ronnie SadkaChapter 1 studies volatility tail risk and its asset pricing implications. Motivated by dynamic models featuring jumps in stochastic volatility, I examine the economic behaviors and the pricing of volatility tail risk in the cross-section of asset prices, including stocks and options. Using intraday option dataset, I construct a novel non-parametric volatility tail risk measure from high-frequency implied volatility data and find a strong negative effect associated with volatility tail risk: stocks with high volatility tail risk robustly underperform stocks with low volatility tail risk. In particular, the negative price of volatility tail risk is driven systematic component through decomposition. The volatility ...