Sir Richard Whittington (c. 1354–1423) was an English merchant and a politician of the late medieval period. He is also the real-life inspiration for the English folk tale Dick Whittington and His Cat. He was four times Lord Mayor of London, a member of parliament and a sheriff of London. In his lifetime he financed a number of public projects, such as drainage systems in poor areas of medieval London, and a hospital ward for unmarried mothers. He bequeathed his fortune to form the Charity of Sir Richard Whittington which, nearly 600 years later, continues to assist people in need.
He was born in Gloucestershire, England, at Pauntley in the Forest of Dean, although his family originated from Kinver in Staffordshire, England, where his grandfather Sir William de Whittington was a knight at arms. His date of birth is variously given as in the 1350s and he died in London in 1423. However, he was a younger son and so would not inherit his father's estate as the eldest son might expect to do. Consequently he was sent to the City of London to learn the trade of mercer. He became a successful trader, dealing in valuable imports such as silks and velvets, both luxury fabrics, much of which he sold to the Royal and noble court from about 1388. There is indirect evidence that he was also a major exporter to Europe of much sought after English woollen cloth such as broadcloth. From 1392 to 1394 he sold goods to Richard II worth £3,500 (equivalent to more than £1.5m today). He also began money-lending in 1388, preferring this to outward shows of wealth such as buying property. By 1397 he was also lending large sums of money to the King.