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. 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. 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. In early 1987, Rupp was featured in an article written by Enid Nemy for the "Broadway" section of The New York Times. In his review of Chaos, New York Newsday theater critic Allan Wallach called Rupp "a real find". 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". 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. 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 garnered praise from Walter Goodman in a New York Times review of one of her many off-Broadway performances: as June Yeager, a young wife who feels she is never "loved enough", in the 1986 York Theater Company production of Arthur Laurents' dramatic play, The Time of the Cuckoo staged at the Church of the Heavenly Rest in New York City's Upper East Side.
Gurney's The Middle Ages at the Whole Theater Company, established by Olympia Dukakis in Montclair, New Jersey. Īnother notable stage performance was as the young bride Eleanor in the 1985 production of A. 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. 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. Rupp left Massachusetts in 1979 to pursue an acting career in New York City. in 1974, she moved to New York to begin her acting career.
On campus, she was an active member of Drama House, a small theater club and venue. They sent her to the University of Rochester in New York because it offered no theater classes, but the school added a drama department in Rupp's freshman year.
Rupp always dreamed of being an actress, but her parents were firmly opposed to the idea. She has two sisters Robin Lee Rupp and Rebecca Louise Rupp. She was raised in Boxford, Massachusetts, where she attended Masconomet Regional High School, graduating in 1969. Rupp was born in Glendale, California, to Margaret A.
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