Nichols and May met as students at the University of Chicago in the early 1950s They began their career together at The Compass Players, a predecessor to Chicago's Second City which included Paul Sills, Del Close, and Nancy Ponder. Nichols dropped out of college in 1953 and moved to New York in 1954 to study acting with Lee Strasberg. May remained in Chicago at Compass, and Nichols returned in 1955. For a short time they worked as a trio with Shelley Berman, but Nichols felt a duo worked better for their style.
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