Meagan Fay honed her comedic skills during her time as a featured member of the famed Chicago improv comedy troupe, The Second City, and she quickly transitioned from stage to screen. One of her first roles was a small part in the 1988 crime caper, "Dirty Rotten Scoundrels", which starred Steve Martin and Michael Caine as smooth-talking con men battling over a young and beautiful woman. She became a familiar face in both film and TV during the '90s; she was cast as the high society wife of a Broadway mogul in the Coen brothers film, "Barton Fink", about a New York playwright who moves to California and finds himself battling writers block, a combative boss, and a mysterious package. She also portrayed the title character's snooty next door neighbor in the award-winning sitcom, "Roseanne". From 1995 to 1997, she lent her voice to several characters on the animated series, "Life with Louie", and a few years later, she landed a small role as a sympathetic doctor in Paul Thomas Anderson's epic ensemble drama, "Magnolia". Fay next appeared in several episodes of the quirky series, "Malcolm in the Middle" as the kindly wife of a German dude ranch owner. She has since landed guest roles on the primetime sitcom, "How I Met Your Mother" and the fantasy comedy film, "Evan Almighty".