This study examines the characteristics of first job transitions and explains the impact of parent‒child support on such transitions in South Korean society. To address this issue, an original web-based survey was conducted. Using these data, this study examined the effects of parental support, such as the amount of tuition and nontuition educational expenses, living expense support, and cohabitation, on both the age at one’s first job and the transition status to one’s first job, such as the type of job, employment status, and company size, based on gender for 764 males and 762 females. In the regression analysis with age at one’s first job serving as the dependent variable, the effect of education cost support was not found to be large; however, tuition support for males and nontuition education cost support for females significantly increased the age at one’s first job. In addition, living cost support was found to delay labor market entry by 0.6 years for men and 0.4 years for women. The results of the logistic regression analysis with the professional management dummy, regular employment dummy, and public sector/large firm dummy as dependent variables revealed that parental support has a positive effect only on the likelihood of becoming a professional manager for men. The results of this study indicate that parental support may slow first job placement but has no significant effect on first job placement under good conditions.