This study compared the congruence between chosen occupation and vocational personality with the congruence between chosen occupation and parent’s occupation, investigating the effects of regulatory focus, career self-efficacy, and parental support. Gender differences were also explored. A sample of 260 undergraduate students completed questionnaires measuring their own and their parent’s vocational personality type, the quality of the parent–child relationship, and their own career self-efficacy and regulatory focus. Vocational congruence was calculated by C-index. The results show that regulatory focus of promotion and both low and high self-efficacy were related to a significantly higher level of congruence between chosen occupation and vocational personality than between chosen occupation and parent’s occupation. However, none of the variables was found to explain the level of congruence between vocational personality and chosen occupation, and no relationship was found between vocational congruence and satisfaction with the chosen profession. The findings indicate the importance of vocational inclinations over parental influence and personality traits in occupational choice. Theoretical and practical implications are discussed.