We study self-employment among highly educated, career-oriented business professionals using panel data from prospective graduate management students. Analyzing men and women separately, we assess how cognitive ability, non-cognitive traits, and balanced skills shape self-employment outcomes. For women, non-cognitive traits and balanced skills predict entry. For men, preferences related to work-life balance and job characteristics are more influential. In traditional employment, similar traits raise earnings for both groups. In self-employment, however, returns diverge: women gain more from quantitative skills, while men benefit from balanced non-cognitive traits. Notably, the traits driving entry differ from those linked to later financial success.