Written more than eighty years ago, Fifty Years in Sing Sing is the personal account of Alfred Conyes (1852–1931), who worked as a prison guard and then keeper at Sing Sing Prison in Ossining, New York, from 1879 to 1929. This unpublished memoir, dated 1930, was found among his granddaughter's estate by his great-granddaughter Penelope Kay Jarrett. Near the end of his life, Conyes told his story to family member Alfred Van Buren Jr., relating, in detail, harrowing and humorous accounts of what prison life was like from his perspective and how prison conditions changed over the course of a half century. The book covers prison hardship, cruel punishments deemed appropriate at the time, daring and clever escapes, the advent of death by electricity, Prohibition, doughboys, and prison reform.