This article focuses on three individual paupers who wrote a series of letters about sickness to their home towns in Essex, Northamptonshire and Lancashire. While it would be wrong to claim that the rhetoric and strategies employed by the three writers are representative of all pauper writers, they are representative of those who wrote multiple letters to their parish of settlement and a detailed exposition of their writing can tell us much about sickness and its relief by communities in the last decades of the Old Poor Law. While sick paupers have largely escaped historiographical attention in a literature that has tended to focus on the elderly, widows, children and the unemployed able-bodied man, more detailed study of the life-and dependency-cycles of poor people is beginning to show that sickness was the pivotal experience of people on the margins and that sickness relief swallowed up a very sizeable chunk of poor law resources in the late i8th and early 19th centuries. The strategies, thoughts and experiences of the sick poor are thus not just important in their own right, but also for what they tell us about the sentiment of communities towards the poor and the experiences of paupers in those communities.