Now firmly entrenched and given free creative reign at TBS on Conan, O’Brien can celebrate twenty years on television today with a steady paycheck and some peace of mind, free to enjoy the following list of the twenty best characters from Late Night, The Tonight Show, and Conan while sipping a delicious beverage from his Eisenhower mug.īefore she became a member of Tina & Amy, and a main guest on any late night talk show she desires to visit, Amy Poehler appeared in multiple episodes of Late Night as Andy Richter’s younger sister, a head brace rocking girl with a crush on Conan that would devolve into a ball of fury by the end of the scene. O’Brien, original executive producer Robert Smigel, and a comedy hall of fame inaugural writing staff that included the names C.K., Odenkirk, and Stamatopoulos opted to build their Late Night show as an intelligent, possibly blatantly Dadaesque 1 celebration of nonsense, which by 2009 helped carry Conan to The Tonight Show for…a brief moment in the spotlight (it was a whole big thing not worth mentioning). Instead, O’Brien sat behind the Late Night desk for sixteen years, playing the straight man against many surrealistic, strange, and/or just plain extremely silly characters in a response to the caustic, ironic, too-cool-for-school David Letterman years. Today marks the twentieth anniversary of the first episode of Late Night with Conan O’Brien, a show that was famously predicted to be nothing more than a brief moment in the spotlight for some tall, pasty comedy writer.
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