This study explores how twenty-eight women graduates of a liberal arts college renegotiate personal and professional identities over a ten year period. Approximately half of these women entered college planning to pursue a career in medicine; the other half indicated some interest in the field of education. Each participant was interviewed six times over the course of ten years. Analysis suggests that prior designations of women's careers as "traditional" (i.e. teaching) and "non-traditional" (i.e. medicine) no longer apply as women actively reconceptualize their lives, their identities, their definitions of success, and the meaning of their chosen career. Prior studies that examine the balancing of personal and professional lives also simplify a more complicated process experienced by women who explore multiple understandings of themselves within personal and social structures. The women in this study draw on the critical perspectives learned in college as they recognize and respond to competing social and cultural definitions and discourses of success, work, and self.