McCann was born and raised in Wheaton, Illinois, which he has described as "an extremely uptight town". He graduated from Boston College in 1987. He has two older sisters, is divorced and has a daughter. McCann moved to New York in 1995 when he became a sketch writer on Late Night with Conan O'Brien until the end of the show's run in 2009. McCann played many recurring characters on the show, most notably Preparation H Raymond and The Suicidal Kayaker. He has also served as the warm-up comic that talks to the studio audience prior to each episode since 2000. McCann also wrote and provided many voices for the video games Deer Avenger and Deer Avenger 2: Deer in the City. He is a graduate of the Player's Workshop of the Second City and the Second City Training Center. McCann also made guest appearances on NBC sitcoms such as 30 Rock and Parks and Recreation. It was announced that he would be leaving the show as of August 30, 2012. McCann made occasional pre-taped appearances later in September. In November 2012, McCann was named as head writer for the MTV show Nikki & Sara Live. and in 2013 he wrote for the FXX series Totally Biased with W. Kamau Bell. As of 2015, he is the executive producer of White Guy Talk Show.
''Late Night with Conan O'Brien'' recurring characters
Adrian Foster, a hippie folk singer playing an autoharp
Eyeballs O'Shaughnessy, who expresses his emotions with the aid of various pairs of glasses that have eyes drawn in.
FedEx Pope, who was billed as the show's least popular character even in his first appearance, as if he had previously appeared. He wears a white bathrobe and a FedEx delivery box on his head.
Fun Hole Guy, an audience member who acts prudishly and derides Conan for his lack of decency, then stands up and storms off, revealing fishnet stockings, hotpants and a shirt with "Fun Hole" on the back and an arrow pointing down.
Guy who is always confused about future guests, who is an audience member who appears during Conan's listing of future guests. His thought bubbles are visible to everyone, and he always thinks of the wrong person, or is thinking of an object that is somehow similar to the guest's name.
The Loser, always somewhere e.g. "The Loser at the Beach", or "The Loser at the Golf Course". He always got attacked by a bear at the end of the sketch and said "Oh, No! Conan it's that damn bear again!"
Mick Ferguson, The Guy Who's Awfully Proud of his Bullet Proof Legs
"No Reason to Live"-guy, an audience member who becomes depressed by something inconsequential Conan says, and runs off to kill himself. After he runs out of the studio, stock footage is shown, supposedly of the man killing himself. He then returns, unharmed.
Pimpbot 5000, who combines the classic sensibilities of a 1950s robot with the dynamic flair of a 1970s street pimp.
Preparation H Raymond, a buck-toothed, large eared man who sings songs about Preparation H, with a refrain of "Raymond's here, Raymond's here" while handing the product out to the audience, and eventually eating some from the tube.
Robot on a Toilet
Page from Attractive Camp, who walks with a long gait and smugly repeats that he "just got back from Attractive Camp".
Terry Allen, a prospective late night host who schemed with Andy Richter to take over Conan's show in a four-part soap opera "Journey Past Midnight".
S&M Abe Lincoln: A new character introduced in March 2007, he is Abraham Lincoln, complete with beard whiskers and stovepipe hat. Dressed in nothing but leather S&M attire, with a red ball gag stuffed in his mouth, as he walks across the stage he whips himself with a short cat o' nine tails. He usually lingers by the stage door, until the segment goes to commercial.
Johnny G, a guy who thinks Max Weinberg is hilarious.
Minty, the Candy Cane That Fell on the Ground: Introduced in December 2010, Minty is a candy cane covered in various pieces of garbage and insects as he "briefly fell on the ground." He also has a very catchy theme song.
