We assess how an economy’s wealth distribution shapes its labor market dynamics. We do so in a quantitative job-ladder model featuring directed search, incomplete markets, aggregate shocks, and endogenous on-the-job human capital accumulation. Poorer workers apply for lower-wage jobs when unemployed and under-accumulate human capital when employed to self-insure against unemployment risk. In response to an aggregate downturn, poorer workers reduce their human capital accumulation, all else equal, while richer workers increase it. The wealth distribution therefore matters for the response of aggregate human capital. In the calibrated model, we show that a negative aggregate productivity shock leads to a persistent decline in aggregate human capital, and a more dispersed wealth distribution would amplify this decline.