This paper studies the cyclicality of general vs. specific skill investments. Using administrative data on higher education and the German apprenticeship market between 1998 and 2018, I show that local labor market shocks at high school graduation reduce college attainment. Risk-averse and patient students remain in general skill tracks, while others shift toward vocational education. Low-achieving young men increase their expected relative returns to vocational education, whereas high-SES students shift toward general skills. These findings contrast the conventional wisdom of countercyclical college-going when specific skills serve as an outside option and highlight how economic shocks reinforce inequality.