Carl Van Vechten · Public domain

Robert Morse won Tony Awards forty years apart in entirely different registers: first as the ambitious young striver J. Pierrepont Finch in the musical How to Succeed in Business Without Really Trying, and later playing Truman Capote in the one-man play Tru. Decades after his Broadway heyday, he found a late-career resurgence as the eccentric founding partner Bertram Cooper on Mad Men, earning five Emmy nominations for the role.