Thirtysomething

Michael Steadman () and Hope Murdoch Steadman (Mel Harris): Hope is from Philadelphia, and Michael is from Chicago but remained in the Philadelphia area after graduating from the University of Pennsylvania. Hope is a graduate of Princeton and a consumer affairs writer. After having their daughter Janie, Hope becomes a stay-at-home mother and initially gives up her writing. Later, she returns to work but struggles with her role as a mother in the process. During a difficult period in her marriage when she is pregnant with her second child, Leo, Hope contemplates having an affair with environmentalist John Dunaway (J. D. Souther). Michael's confrontation with her over this leads them to resolve their problems and rekindle their marriage. Michael is Jewish, and Hope is Christian, and complications from their interfaith marriage recur throughout the series.^[8] Michael's original ambition was to be a writer, but he works in advertising with graphic designer Elliot. The men first meet at the Bernstein Fox ad agency and then leave to form The Michael and Elliot Company. When their company goes bankrupt, Michael and Elliot join the advertising corporation DAA, run by Miles Drentell. Michael's relationship with Miles erodes his marriage with Hope, who finally decides to accept a job in Washington, D.C. By the time the show was canceled, Michael had decided to quit work altogether so that Hope could pursue her own interests.

Elliot Weston () and Nancy Krieger Weston (Patricia Wettig): Elliot studied graphic design at Rhode Island School of Design (RISD). His father Charlie (Eddie Albert) is divorced from Elliot's mother and now lives in California. Elliot's sister Ruthie (played by Meagen Fay), who lives in Philadelphia and is married with two children, has not forgiven their father for leaving them. Elliot works in the advertising business with Michael (initially in their own business, but later for DAA). Nancy was also an art major and is a stay-at-home mother to Ethan and Brittany. Like Hope, she initially feels bored and unhappy in her role as a homemaker. After Elliot has an affair which leads to divorce proceedings, Nancy develops a career as a children's book illustrator and author, and begins teaching at a local art center. Elliot becomes jealous after she also begins to date and finds himself once again attracted to her. Eventually, they rekindle their relationship and stop divorce proceedings. During the final two seasons, Nancy struggles with, but ultimately overcomes, ovarian cancer, which deepens their relationship. Always a rebel, Elliot can never reconcile himself to Miles' preference for Michael and his own loss of creative work at DAA, and eventually quits DAA in a fit of rage against both Miles and Michael. He and Nancy move to California, where he finds his passion in directing and eventually makes up with Michael when they accidentally bump into each other during Michael's job interview at TBWA\Chiat\Day. Michael does not accept the job but briefly entertains the possibility of working again with Elliot to make commercials (and turns again to Miles for help in this endeavor). At the time the show was canceled, it is implied that this venture will not happen after Michael tells Hope that he will stop working so that she can pursue her own interests.

Melissa Steadman (): Michael's cousin and Gary's former girlfriend, who studied photography at New York University (NYU). Her work as a photographer includes the cover of a Carly Simon album and photos in Vanity Fair. Melissa has a complicated relationship with Michael, who is frequently jealous of her career path. She has an equally complicated relationship with her mother, Elaine (Phyllis Newman), and grandmother, Rose (Sylvia Sidney). Her free-spirited sister, budding actress Jill, lives in New York (and is portrayed by Mayron's sister Gale Mayron). In the first season, Melissa dates a divorced gynecologist who has a daughter (played by Kellie Martin) who does not want more children. Melissa later briefly dates Michael's boss Miles; this relationship ends when his intense attraction to her nearly evolves into date rape, which she prevents and for which he apologizes. Miles never really recovers from his infatuation, but Melissa works to avoid him thereafter. Art school-dropout house painter and twenty-something Lee Owens (Corey Parker) becomes the primary focus of her romantic yearnings. They are drawn to each other, but their relationship is fraught with problems, mostly due to the age difference. After Melissa convinces Michael and Elliot to find Lee a job at DAA, the couple begins to drift apart and eventually breaks up. At the time of the show's cancellation, they are on friendly terms again, and Gary's "ghost" (as he recently died in a car accident) tells Michael that Lee and Melissa will marry and have a child.

Ellyn Warren (): Hope's childhood friend. Ellyn is an important local politician who works at City Hall. Initially dating her co-worker Steve Woodman (Terry Kinney), she later becomes involved with a married man, Jeffrey Milgrom (Richard Gilliland), who leaves his second wife for her but eventually abandons her and goes back to his first wife. After the breakup, Ellyn develops a new friendship with Gary, whom she used to dislike. Annoyed by Michael and Hope's perpetual interference in their lives, Gary and Ellyn play a practical joke on them, implying that they are having an affair. The joke ends when Ellyn reveals she is once again involved with Billy Sidel (Erich Anderson), a comics artist and friend of Michael and Hope's, who set them up on a blind date. Ellyn had dumped him while still seeing Jeffrey, but after they break up she bumps into Billy, and they begin to spend time together. Initially unsettled by Billy's genuine and straightforward manner, Ellyn grows to love him. Afraid of his growing feelings for Ellyn, Billy has a one-night stand with a former girlfriend that temporarily damages his relationship with Ellyn. They eventually work through issues related to fear and trust, and marry in a ceremony at Michael and Hope's house, held after Gary's death.

Gary Shepherd () and Susannah Hart (Patricia Kalember): Gary, who first met Michael when they were in the same freshman dorm at University of Pennsylvania, is a free-spirited, womanizing professor of medieval literature at a Philadelphia college, and Melissa's ex-boyfriend. When denied tenure, he thinks about becoming a social worker and meets Susannah, who works for a social welfare nonprofit. Susannah, who later admits to being shy and introverted, is initially an outcast among Gary's friends but develops a working relationship with the group to make Gary happy. Susannah and Gary move in together after she becomes pregnant with Emma and then marry before Susannah moves to New York for a new job. Gary stays in Philadelphia as he has found a new teaching position there that he does not want to give up, even though it requires him to teach American poetry. He falls into the role of a stay-at-home dad after the move and becomes more deeply involved in his new teaching position. He turns to Nancy for help when he is assigned a course in children's literature and does not know what to teach. Among the books Nancy recommends is Through the Looking-Glass, but she no longer owns a copy of it. Gary is on his way to visit Nancy in the hospital with a copy of the book as a gift when he is killed in a car accident. Michael, who initially cannot let go of Gary, is "haunted" by his ghost, who comes back to Michael through a mirror (looking glass). Michael learns to respect Susannah (who stands up to his controlling nature) as they turn to each other to cope with Gary's passing.

Miles Drentell (): Michael and Elliot's corrupt boss at DAA who styles himself as a type of Zen master. Miles is a Vietnam veteran who was once a photographer passionate about art but eventually sold out. By the time Eliot and Michael meet him, Miles is a ruthless and extremely powerful businessman whose complete lack of ethics propels Michael into periods of self-reflection and depression. Michael's internal conflict deepens after Miles promotes him, forcing Michael to also sell out. Clennon reprised this role in the series Once and Again (1999–2002).

Russell Weller () is a gay friend of Melissa's who met her while she was photographing a wedding. They became fast friends due to their mutual interest in art. His relationship with Peter Montefiore (Peter Frechette) in the 1989 episode "Strangers" was the subject of controversy as five of the show's regular sponsors pulled out of the episode, costing the network approximately $1.5 million in advertising revenue.^[9] It eventually led producers to refrain from sexualizing their gay characters.^[10]

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Escherich, Katie (August 25, 2009). . ABC News.

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Karpel, Ari (August 21, 2009). . The New York Times.

Stuever, Hank (February 11, 2016). . The Washington Post.

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Zehme, Bill (June 1, 1989). . Rolling Stone.

Zoglin, Richard (October 5, 1987). . Time Inc. Video.

at IMDb

(video interview). February 15, 2015.