In 1593, John Somerscales, a junior butler of Gray’s Inn, lost his ‘perfect sence & memorye.’ In response, the pension ordered the disbursement of his weekly wages and permitted him to recover at the inn. After nearly two years of confinement at Gray’s Inn, the pension committed Somerscales to London’s Bethlem Hospital, paying for Somerscales’s ‘keeping’ using the limited funds of the society. This chapter draws on Gray’s Inn and Bethlem Hospital records, as well as related cultural texts on Bethlem and madness, to reconstruct Somerscales’s story. What emerges is a fuller understanding of master-servant relations at the inns, the limits of institutional care outside of the family, and the construction of mental ability and disability at the inns of court. Somerscales’s confinement at Gray’s Inn overlapped with the first recorded performance of Shakespeare’s The Comedy of Errors. The staging of theatricalised madness during a time of sanctioned revelry contributed to the marginalisation of mental disability. The case of John Somerscales highlights the often overlooked experiences of the inns’ servants, and contributes to both the history of mental illness and disability, as well as the history of legal culture.