- He and his wife, Tina Fey, had a girl, Alice Richmond (born on September 10, 2005 in New York).
- Met his wife, Tina Fey (now, of Saturday Night Live (1975) fame), while he was the director with Chicago's famed "Second City", and she was studying there.
- Second daughter, Penelope Athena Richmond, was born on August 10, 2011.
- He was nominated for a 1999 Joseph Jefferson Award for Director of a Revue for "The Revelation Will Not Be Televised" at the Second City Theatre in Chicago, Illinois.
- He was nominated for a 1998 Joseph Jefferson Award for Director of a Revue for "Promise Keepers, Losers Weepers", at the Second City Theatre in Chicago, Illinois.
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