This longitudinal study of 11,540 adults aged 50 and over in England examined associations between selected demographic, health, lifestyle, and workplace factors with risk of transition between different health and work statuses as well as estimated length of healthy working life associated with the presence and absence of these factors. Having health problems and unfavourable work conditions together was associated with further reduced HWLE compared to estimates from individual (age-adjusted) models. The primary mechanism for premature work loss among people with OA may be pain, which is associated