Cultural ideologies of meritocracy and individualism act as strong barriers for college students in understanding the most complex systems of inequity across racial, cultural, and gendered lines. The dichotomous thinking patterns of maladaptive perfectionists may also relate to resistance of multicultural awareness. This study examined whether perfectionism, individualism, and racial color-blindness predicted cultural diversity awareness of prospective teachers. The participants were 239 White undergraduate students enrolled in a teacher education diversity course. Regression analyses results indicated that dispositional factors including perfectionistic discrepancy, vertical individualism, and racial color-blindness all predicted lower levels of cultural diversity awareness. Moreover, mediation analysis results further suggested that the association between vertical individualism and cultural diversity awareness was partially mediated through racial color-blindness. Strategies involving assessment and self-reflection, cognitive dissonance instruction, and perspective enhancement and immersion were discussed.