Rupp left Massachusetts in 1979 to pursue an acting career in New York City. She frequently performed on stage and appeared in commercials before winning her first television role in 1980 as Sheila, a topless dancer, on the daytime drama All My Children.[4] Earlier the same year, Rupp played Helen, the wife of a cheating husband, in Sharon Tipsword's one-act comedy Second Verse, produced as part of a play festival at New York's Nat Horne Theater.[5]
Rupp's list of stage credits includes appearances in Terrence McNally's Frankie and Johnny in the Clair de Lune and Cynthia Heimel's A Girl's Guide to Chaos, the Broadway role which propelled her career forward. She originated the role of Cynthia in 1986, a character based on Heimel's observations made during her stints as a columnist for Playboy and The Village Voice. Directed by Wynn Handman, and sharing the stage with Rita Jenrette, Rupp's performance as Cynthia was immortalized by legendary caricaturist Al Hirschfeld and described in a New York Times review as "an appealing mixture of pluck and pathos".[9] In his review of Chaos, New York Newsday theater critic Allan Wallach called Rupp "a real find".[10]
In early 1987, Rupp was featured in an article written by Enid Nemy for the "Broadway" section of The New York Times. Entitled "New York is beckoning, but first, Los Angeles", the interview revealed how Rupp's success in the theater so soon after her arrival in New York City had scared the young actress enough to take time off from acting for several years. After returning to the stage, Rupp explained, she was often cast as an ingénue, but after her portrayal of Cynthia in Chaos, she began getting calls to audition in Los Angeles for "really crazy neurotic" parts in television pilots. She was realistic about the unpredictability of an acting career, and since she had promised her mother she would never wait tables when she left for New York, she had not given up her part-time work as a bookkeeper and was "learning computers" as something to fall back on.[11]
Rupp continued to devote herself to acting full-time through the 1980s, and performed in numerous regional stage productions. One such production was Sherry Kramer's Wall of Water in New Haven, Connecticut, at the Yale Repertory Theatre's Winterfest play festival of 1988.[12] She guest-starred on numerous television shows, including Kate & Allie, Spenser for Hire, and The Days and Nights of Molly Dodd. In 1988, Rupp landed her first feature-film role as Miss Patterson, the timid secretary of Tom Hanks' Josh Baskin, in the comedy Big.
In 1995, she began her stint as Jeff Foxworthy's sister-in-law Gayle on The Jeff Foxworthy Show, appeared in the science fiction miniseries The Invaders with Scott Bakula, portrayed Jerry Seinfeld's annoying booking agent Katie on an episode of Seinfeld (a role she reprised in 1996), and performed on stage as Meg in Broken Bones, a dark drama about spousal abuse by Drew McWeeny and Scott Swan, as part of a one-act play festival at Hollywood's Met Theater.[14] She provided the voice of Lana Lionheart in the "MGM Sing-Alongs" Videos in 1997.[citation needed] Also in 1997, Rupp appeared as the office manager in the 1997 independent film Clockwatchers, co-starring Lisa Kudrow, Parker Posey, and Toni Colette.
She lent her voice as the character of Mrs. Helperman in Disney's animated series Teacher's Pet in 2000, and again for the 2004 movie version. She starred as a stand-up comic with a secret in the independent short film The Act, directed by Susan Kraker and Pi Ware, an official selection at the Sundance Film Festival which won several awards at film festivals around the world.[16] In 2004, she played Brad Hunt's nagging mother in Lucky 13, a full-length independent film starring Lauren Graham. She returned to All My Children for one episode in December 2005, playing a homeless woman named Victoria. [citation needed]
After That '70s Show ended in 2006, Rupp appeared in a dramatic television role as the wife of a murdered pharmaceutical CEO on the crime drama Law & Order: Special Victims Unit. In the episode, entitled "Infiltrated", Rupp's character desperately attempts to hide her slain husband's past sexual abuses. In early 2007, the feature film Kickin It Old Skool was released, in which Rupp was cast as Jamie Kennedy's mother. In 2008, she appeared as a restaurant owner who helps two homeless men in the comedy-drama-musical, Jackson, written and directed by J. F. Lawton. In the same year, she returned to daytime television in a guest role on As the World Turns.[citation needed]
In June and July 2012, Rupp starred as Dr. Ruth Westheimer in Dr. Ruth – All the Way on the St. Germain Stage of the Barrington Stage Company.[27] The play showcased a sex therapist's life, from fleeing the Nazis in the Kindertransport and joining the Haganah in Jerusalem as a scout and sniper, to her struggles to succeed as a single mother coming to America.[28] Rupp reprised the role Off-Broadway in Becoming Dr. Ruth, for which she was nominated for the 2014 Drama Desk Award for Outstanding Solo Performance.[29]
In 2021, Rupp joined the limited television series WandaVision as Mrs. Hart (aka Sharon Davis), Wanda and Vision's neighbor, and reprised her role in the spin-off series, Agatha All Along.[30]
That '90s Show, a spin-off from That '70s Show, saw Rupp return as Kitty Forman. The first series was filmed in 2022 and released in early 2023.[31]
Personal life
She has two homes, one in Lee, Massachusetts, where she stays when she is doing theatrical projects in New York, and another one in Los Angeles, where she stays during television and film projects. She said in an interview that she is a Methodist. [32]
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