Travel Back in Time to West Berlin with Second City’s Eugene Troobnick and Andrew Duncan

Watch Stephen Colbert and Jenna Jolovitz Sing a Not-in-Love Song at Second City

Celebrate America with Steve Carell and the Joint Chiefs of Staff at The Second City

Watch Ryan Stiles and Kathryn Greenwood Catch Up in Prison in 1991

Watch Mike Myers Take a Trip to the Post Office at Second City in 1988

Watch Steve Carell Try to Ace a Blind Job Interview at Second City in 1991

Watch Bill Murray Play Alexander Graham Bell’s Landlord in a Silent Film at Second City

Watch Kay Cannon and Jason Sudeikis Turn into Mathematical Superheroes in 2003

Watch Stephen Colbert, Amy Sedaris, and Paul Dinello as the Tumbleweeds in 1992

Watch Tina Fey, Scott Adsit, Rachel Dratch, and More Prove How Everything Is Connected