Job satisfaction is important as it informs the Human Resource department whether work is still meaningful at pre-retirement stage. Career transition variables promoting positive job-related attitude have not been appraised in available literature. This study perused the relationships between job satisfaction and career transition variables among civil servants nearing retirement in Lagos state. The study was a quantitative study which utilized the cross-sectional survey strategy to collect the data. One hundred and seventy-five (175) employees from selected ministries were sampled through a multi-stage sampling method. The research instrument was a self-report questionnaire and method of data analysis includes descriptive statistics and PPMC correlation analysis tested at p≤0.05. Career transition readiness, self-esteem, and self-efficacy relate to elevated job satisfaction. In addition, career support, control and decision correlated with low job satisfaction. Ultimately, the study demonstrated that being confident and preparedness for future roles increases job satisfaction at twilight of civil servants' career. The implications for employees close to retirement were discussed.