A challenging yet rewarding aspect of teaching college students is to ultimately prepare them for work and life beyond college. When the students enrolled in my Women’s and Gender Studies classes schedule office hours, I often find myself answering questions pertaining not just to readings, research projects and other course assignments but also to job applications, possible professional and personal directions, and the difficult choices they face. Do I work close to home or accept a position in a different state? Can I take time off? Should I take the risks involved in becoming an entrepreneur, or pursue my artistic passion even if the money is not much, or must I opt for a safe, better-compensated route even if I find the work boring and monotonous? Should we put off personal commitments until we find career stability or vice versa? And that most niggling question of all, from young women: has the status of women in the workplace really improved, or will we still face gender barriers and glass ceilings?