Riggle made his debut on The Daily Show on September 20, 2006.One piece that TV Guide regarded as his signature segment "Marines in Berkeley", a segment in which he dressed in hippie regalia to spoof University of California, Berkeley peace activists protesting a local Marines recruiting station.Riggle and Huebel can also be seen performing a sketch together on stage at the UCBT in Doug Benson's documentary Super High Me.
He has portrayed Larry the Cable Guy, Howard Dean, Rick Sanchez, Mark Mc Gwire, and Toby Keith, and had a one-shot character named Leviticus, a loud, violent street preacher who only appeared on a Weekend Update segment on the Christmas episode hosted by Robert De Niro (another sketch featuring Leviticus was scheduled to air on the episode hosted by Hilary Swank, but that sketch was cut after dress rehearsal).Prior to being hired as a cast member, Riggle also appeared in a non-speaking role in the previous season (season 29) in a pre-taped parody of Fear Factor.The show was one of the featured acts in the 2004 HBO Comedy Arts Festival.Around this time they began appearing together in several of Comedy Central and VH1's talking head commentary programs such as Best Week Ever and A2Z. (born April 21, 1970) is an American actor, comedian and retired United States Marine Corps Reserve officer.
He is best known for his work as a correspondent on Comedy Central's The Daily Show from 2006 to 2008, as a cast member on Saturday Night Live from 2004 to 2005, and for his comedic roles in films such as The Hangover, The Other Guys, Let's Be Cops, Dumb & Dumber To, 21 Jump Street, 22 Jump Street, The Goods: Live Hard, Sell Hard, and Step Brothers.
While Ferrell and Stewart began discussing Riggle's "lack of talent" and making other disparaging remarks about him, Riggle suddenly walked onto the set to surprise them and asks if they were talking about him.
Riggle's intimidating presence appears to make Ferrell and Stewart visibly afraid, continuing the running-joke that Stewart is very afraid of Riggle.
Riggle played the father of one of the child contestants during the "Breakfast in Bed" challenge in which a child must eat the maggots off a plate of Eggs Benedict or his parents will divorce.
In September 2006, he joined the cast of The Daily Show to replace the departing Rob Corddry.
They also appeared in Bravo network's 100 Scariest Movie Moments special in 2004.