This work aims to shed light on the political generation of Harold Macmillan. A collective biography of a political era seen through four Conservative politicians, Macmillan the academic, Lord Salisbury the aristocrat, Oliver Lyttelton the man of action and Harry Crookshank the wit - a tightly-knit group of privileged Englishmen all born between 1893-4, who shared a common education (Eton, Oxford, the Guards), who fought together in World War I and who rose to political prominence in time for the next, and all served as senior members of Churchill's peacetime administration during the 1950s.