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Stephen Colbert Hosts ‘The Jack Skanooni Show’ at The Second City in 1994

Embrace Your Anger with Bill Murray and the Second City Symphony of Social Criticism

Sam Richardson and Allison Bills Adjust to Life in America at The Second City in 2010

Stephen Colbert Plays the Worst Therapist Ever at Second City in 1994

Kevin Dorff and T.J. Jagodowski Enjoy Some Father/Son Bonding at The Second City in 1998

Second City Toronto Combines Two Theatrical Favorites in 1997’s “Glass Mamet”

Watch Horatio Sanz Spend His Saturday at a Wake in 1998

Watch Mike Myers Play Wayne Campbell at The Second City in 1986

Stephen Colbert Hosts a Dream Career Seminar at The Second City in 1993

Watch Fran Adams and Steve Carell Play a Game of “6 Reasons” in 1991

Watch Keegan-Michael Key and Peter Grosz at Second City’s “Cirque du Sorbet” in 2003

Ryan Stiles Gets the Silent Treatment in This Second City Pilot from 1991

Watch Jenna Jolovitz Tell Adam McKay About Her Glory Days in the Ice Capades

Tim Robinson Nails His Pizza Rolls Commercial Audition at Second City in 2011

Bill Murray Has an Embarrassing Doctor Appointment at Second City in 1980

Watch Alan Arkin Pitch a Spitball at The Second City in 1961

Meet Second City’s Top 3 Presidential Candidates from 1996

Watch Paul Dinello and Stephen Colbert Shoot Some Hoops at The Second City

Watch Jenna Jolovitz, Tina Fey, and Rachel Dratch Play Potential First Ladies at The Second City

Watch Tim Baltz, Michael Lehrer, and Brendan Jennings Play Very Bad Boys at The Second City