NBC sitcom Will & Grace. In "The Old Man and the Sea", he played an annoying blind date that was teased and misled by Grace Adler, who only dated him to prove she was not a snob. Richter appeared in Monk as a murderer posing as Adrian Monk's best friend in the episode "Mr Monk Makes a Friend". Richter appears in the Fox series Arrested Development in the 2006 episode "S.O.B.s." He plays every member of a fictional group of identical Richter quintuplets: Donnie, Chareth, Rocky, Emmett, and himself. He reprises the roles in several episodes of season 4, which aired in 2013 on Netflix. From 2006 to 2008, Richter had a recurring role as "Sad Dad" Stan in the TV show The New Adventures of Old Christine. He also provided the voice of Ben on the animated series The Mighty B!, played Simon Cristini on True Jackson, VP, and reprises the voice of Mort on The Penguins of Madagascar and All Hail King Julien. Film In addition to his television work, Richter has appeared in motion pictures such as Aliens in the Attic, Big Trouble, Elf, Seeing Other People, New York Minute, Dr. Dolittle 2, Madagascar, Madagascar: Escape 2 Africa, Madagascar 3: Europe's Most Wanted, My Boss's Daughter, Scary Movie 2, Frank McKlusky, C.I., Pootie Tang, Talladega Nights: The Ballad of Ricky Bobby, Blades of Glory, Semi-Pro, Lenny the Wonder Dog, Dr. T & the Women and Cabin Boy. Other appearances In 2008, Richter appeared in composer Marc Shaiman's satirical mini-musical called "Prop 8 — The Musical". The three-minute video was distributed on the internet at FunnyOrDie.com. In addition to Richter, the cast includes Jack Black, John C. Reilly, Craig Robinson, and many other celebrities, directed by Adam Shankman. The video won the 2009 Webby Award category Comedy: Individual Short or Episode, and won a GLAAD media award. In July 2009, Richter played for the American League as a first baseman in the 2009 Taco Bell All-Star Legends and Celebrity Softball Game. Representing the Los Angeles Angels of Anaheim, Richter hit a home run in the game. After the end of The Tonight Show with Conan O'Brien, Richter joined O'Brien on his Legally Prohibited from Being Funny on Television Tour, a stage show touring the United States and Canada over the spring of 2010. Richter served in his usual role as announcer and sidekick. Due to performing with O'Brien,