We assess how obesity affects labor force participation, work-disability and retirement at older ages. Using a multistate modeling approach on a sample from the Health and Retirement study of individuals aged 50 and older, we estimate differences in expected years of participation in the labor force, in work-disability, and in retirement, by obesity status and heart conditions. Our results show that obese men can expect to participate in the labor market 13.0 years, 2.5 in work-disability, and 14.4 in retirement. Non-obese men can expect about 14.3 years in the labor force, 1.6 of work-disability and 13 in retirement. Obese women can expect to spend 10 years participating in the labor market, 3.3 years in work-disability and 19 years in retirement. Non-obese women can expect to spend 12 years in the labor market, 1.5 in work-disability and 19 in retirement. The effect of obesity results largely mediated by heart conditions.