AbstractAs one of the major domains of productive engagement, this symposium focuses on work. The research papers use diverse designs and data sources across the U.S. to explore the intersectionality of work and caregiving, as well as characteristics of self-employment. The first paper focuses on the work-caregiving conflict among employed daughters caring for older parents in a sample of 89 intergenerational family caregivers. The findings show preparedness for caregiving and perceived stress were significant predictors of work strain. The second paper examines the relationship between employment benefits and retirement savings among both male and female care-giver employees (ages 50–57 in 2014) using the 1979 National Longitudinal Survey of Youth (NLSY79) (1994–2014). Findings suggest those with more paid vacation days and access to flexible work hours have higher retirement savings. The third paper examines the effect of a Paid Family Leave program in California (CA-PFL) on employment among older female caregivers with data from multiple years (2000‒2014) of the Current Population Survey (CPS). Results show a significant increase in the likelihood of working and decrease in the likelihood of being not employed for those covered by paid family leave. The final paper documents the characteristics of self-employed older adults using the Health and Retirement Study (HRS). Results indicate age, being male, volunteering, risk tolerance, and reporting better health, earnings and wealth were positively associated with self-employment. These studies identify barriers and facilitators in employment and self-employment, and suggest how public programs, organizational and policy level supports enhance productive engagement in work