Roswell made her acting break-through in the 1980s with appearances in films such as Midnight Madness (1980), Lost in America (1985), and Pretty in Pink (1986), and guest appearances on television shows such as Remington Steele, Masquerade, and Happy Days. She appeared frequently in the sketch comedy The Tim Conway Show from 1980 to 1981, and did voice acting for a few animated films and television shows. Roswell also performed in some theater plays, including one in 1988 directed by Julia Sweeney.
In 1989, Roswell was hired for the first season of The Simpsons. She played a few minor characters until she became a regular cast member with the introduction of Maude Flanders in the second season. In 1994, Roswell and her husband Hal Rayle moved from Los Angeles to Denver to raise their daughter. Together they established the Roswell 'n' Rayle Company, creating and voicing advertisements for companies. Because of her move to Denver, Roswell had to travel to Los Angeles twice a week to tape The Simpsons. This ultimately led to her requesting a pay raise in 1999; however, Fox refused to offer her the amount she wanted so she quit the show. Roswell returned to The Simpsons in 2002 after reaching a deal to record her lines from her Denver home.
Roswell was born on November 14, 1952, and raised in Los Angeles, California. After going to Catholic school and Los Angeles City College, she began a career in acting. In the 1970s, she made some guest appearances on television shows such as M*A*S*H, but she did not gain her first big acting roles until the 1980s. In the 1980 film Midnight Madness, she played a character that leads a group of sorority sisters who are participating in a college puzzle solving race. Roswell also starred in the sketch comedy The Tim Conway Show in 1980 and 1981. She appeared in the film Lost in America (1985) as the character Patty, and she had a supporting role in the film Pretty in Pink (1986). She also acted in the two-part television film The Deliberate Stranger. In addition, Roswell played some minor roles in television shows in the 1980s and the beginning of the 1990s, including guest appearances on Remington Steele (1983), Masquerade (1984), Happy Days (1984), Murphy Brown (1993), and Quantum Leap (1993). She was offered a chance to replace Gilda Radner on Saturday Night Live, but turned down the offer when her agent told her "the show wasn't going anywhere."

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