- He was a founding member, along with Dorothy Parker and Robert Benchley, of the Algonquin Club, the famed ad hoc gathering of many of the literary world's brightest lights during the 1920s. The three just happened to dine there one day, then were subsequently joined by the likes of Alexander Woollcott, Heywood Hale Broun, George S. Kaufman and Edna Ferber, among others. Alan Rudolph's film Mrs. Parker and the Vicious Circle (1994) captures this moment--and its evolution--beautifully, recalling a time when the printed word was king.
- Fought in France with the Canadian Expeditionary Force during the First World War where he was wounded and gassed.
- Won the 1936 Pulitzer Prize for Drama for the play "Idiot's Delight", the 1939 Pulitzer Prize for Drama for the play "Abe Lincoln in Illinois" and the 1941 Pulitzer Prize for Drama for the play "There Shall Be No Night".
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