We develop an option pricing model for calls and puts written on lever
aged equity in an economy with corporate taxes and bankruptcy costs. T
he model explains implied Black-Scholes volatility biases by relating
them to the firm's structural characteristics such as leverage and deb
t covenants. We test the model by comparing predicted pricing biases w
ith biases observed in a large cross-section of firms with liquid exch
ange traded option contracts. Our empirical study detects leverage rel
ated pricing biases. The magnitudes of these biases correspond to thos
e predicted by our model. We also find significant pricing biases for
firms financed primarily by shortterm debt. This supports our model be
cause short-term debt introduces net-worth hurdles similar to net-wort
h covenants.