The purposes of this study were to explore general tendencies of gains and strains of work-family and work-parenting and to analyze variables that affect married male and female office workers self-esteem. Key results of this study are as follow: first, the level of work-family gains was high. The level of work-family strains, work-parenting gains, and work-parenting strains were slightly low. Second, correlation of work-family gains and work-parenting gains were positively related to self-esteem. But correlation of work-family strains and work-parenting strains were negatively related to self-esteem. Finally, hierarchical regression revealed that variables explaining males self-esteem were age, work-family gains, work-parenting gains, and work-parenting strains. That is, they were younger, experienced work-family gains, work-parenting gains more, and work-parenting strains less, their self-esteem was high. As for females, total family income by month and work-family gains were included. This meant females had much money, and work-family gains more, and self-esteem was high. Based on results, various implications and interventions were suggested.