Poor health is associated with low levels of participation in paid employment, and therefore increased risk of poverty. But the work experiences of people with poor health have been the subject of limited quantitative research. This study investigates the relationships between health status, employment propensity, employment status and skills. It explores whether being in poor health affects the probabilities of being in different employment types and whether the possession of skills – measured by education qualifications – mitigates any adverse effects associated with poor health. Results show that a higher rate of worklessness and a greater likelihood of taking low-paid, insecure work when in employment places people reporting poor health at greater risk of poverty.