Moynihan has also frequently performed with the Derrick Comedy sketch group and appeared in many of their popular internet videos and various projects. He also filmed a supporting role in the group's feature film Mystery Team, which premiered at Sundance in 2009 before a limited theatrical release.
In the mid-2008, Moynihan had a supporting role in the popular web-series The Line, an online video project funded by Lorne Michaels' production company, directed by SNL head writer Seth Meyers, and starring SNL cast members Bill Hader and Jason Sudeikis. He acted as a sketch regular on Late Night with Conan O'Brien for a number of years and was a contributing writer on MTV's Human Giant, and in years past, he often submitted scripts to SNL with comedy partner Charlie Sanders. Moynihan has also acted in a number of comedy shorts for the website collegehumor.com, including their recent web-series Every Week on Entourage where he plays "Turtle" from Entourage.
During the summer of 2008, Moynihan gained a bit of recognition when he was featured in a national television ad campaign for ESPN Radio with Yankees broadcaster Michael Kay. In the summer of 2009, Moynihan starred in the music video for Colbie Caillat's single, "Fallin' For You". He also appeared in three of The Lonely Island's music videos; Boombox, Shy Ronnie 2 and Threw It On The Ground. He made a memorable guest appearance as the drug addicted Conrad Bellingham on Mercy. He also appeared in the films The Invention of Lying, When in Rome, and Certainty. Moynihan also voiced the titular character in the FX animated comedy Chozen, which aired for one season in 2014.
Recurring characters on SNL
Mark Payne, a ghetto-acting waiter who works at Pizzeria Uno. Wears a black do-rag and a black and blue button-down T-shirt featuring Sagara Sanosuke from the anime Rurouni Kenshin and always complains about inconsequential things around the pizzeria (the smell of pepper on the first sketch on the episode hosted by Michael Phelps; how sticky the bar counter is in the second sketch on the episode hosted by Tim McGraw). In the first sketch, Mark had a child that he left on a bus and did not realize it until the end of the sketch. The child was never mentioned in the second sketch.[episode needed]
Anthony Crispino, relays the second-hand news report on Weekend Update, where he always inaccurately reports on current events.[episode needed]
Vinny Vedecci Jr, the son of Bill Hader's Italian talk show host, Vinny Vedecci. Wears a black and white child's sailor suit. Always wants to ask celebrities ridiculous questions, but the celebrities cannot understand his broken English, which makes him cry (until Vinny gives his son a cigarette and a drink of wine). Vinny Jr. is based on Johnny Caspar, Jr. (played by Louis Charles Mounicou III) in the Coen brother's Miller's Crossing.
Liam, one of the kids in Gilly's (played by Kristen Wiig) elementary school class. It is often implied that he hates his stepfather.[episode needed]
Obnoxious Microphone Guy, a very annoying man who attends parties and other events, will at some point steal the microphone from the emcee (usually played by Jason Sudeikis) and obnoxiously scream "WHAAAAAAAAAT!" into the mic before dropping it on the floor.[episode needed]
Scared Straight Kid, one of the three young trouble-makers (along with Bill Hader and Andy Samberg) lectured by convict Lorenzo McIntosh (played by Kenan Thompson) and McIntosh's fellow inmates including hosts Taylor Swift, Lindsay Lohan and Betty White. McIntosh usually throws his shoe out of anger, and in recent sketches he gives it to him to throw.[episode needed]
Ass Dan, a member of the Kick Spit Underground Rock Festival and winner of the Worst He-Man Impression Contest and the Mud-Eating Contest. Even though the Blake Lively/Rihanna episode established that he died in 2009 at the age of 28 (Ass Dan was born in 1981), he was brought back as one half of the Thrilla Killa Klownz on the episode hosted by Ryan Phillippe in the music video "Magical Mysteries" (in which it was stated that Ass Dan "did just die" in the 2010 sketch, making Ass Dan 29 at the time), brought back again for the 2010 Crunkmas Carnival sketch (in which Li'l Blaster established that Ass Dan was dead and finally getting the wake he deserves), and brought back again for the 2011 Easter Festival (in which D.J. Supersoak established that Ass Dan was getting a proper burial), making Ass Dan 30 years old at the time of this death. The 2011 Columbus Day Assblast on the episode hosted by Ben Stiller implied that Ass Dan was still alive, though he almost suffered a heart attack and still died before he could say that he was going to live forever after the heart attack allegedly passed. The many times Ass Dan has "died" (judging by the fact that his death year changes, but his birth year stays the same) could really be the years that Ass Dan has suffered heart attacks and was mistaken for being dead. On the Bruno Mars episode on October 2012, it's revealed that Ass Dan has an identical twin brother named Butt Dave (also played by Bobby Moynihan).[episode needed]
Doug, the mechanic for the Merryville Brothers trolley ride. His character was not named on the first sketch with Jim Carrey as the third Merryville brother.[episode needed]
Richie, the stage manager from The Best of Both Worlds who has, on two occasions, been murdered by Julie Andrews and Ice Cube (played by Helen Mirren and Kenan Thompson respectively) and by Daniel Radcliffe and Clint Eastwood (also played respectively by Hugh Jackman and Bill Hader).[episode needed]
Slappy Pappy, one of the regular comedians in the "Original Kings of Catchphrase Comedy" video series.[episode needed]