Connection to other characters To entertain herself, Karen takes a job as personal assistant to interior designer Grace Adler. Though she rarely accomplishes any work, she keeps the job because it keeps her "away from Stan and the kids", as she once told an intern. Karen actually quits Grace Adler Designs twice. First, when Grace found Karen in a dominatrix film and Karen was horribly embarrassed, and second, when Karen does a design job all on her own and Grace takes credit for it. In the first instance, Karen returned to the company at the end of the episode because Grace gave her 49 copies of the film (Grace keeps one—totaling 50) so "no one would have to see the tape again." The second time, Karen returned in the next episode. She becomes Jack's assistant at "Out TV", but she gets fired because she and Jack couldn't keep a professional relationship, and she then returned to Grace like "nothing ever happened", even though she remarks, "I missed you". Despite her incompetence, Grace never fires her because of the business benefits from Karen's social contacts; Karen also pays for Grace's health insurance and Christmas bonus. For a long time, Karen never cashed any of the paychecks she was given because, being rich, she didn't need to; also, Karen and Grace had made a deal that, in exchange for not cashing the checks, Karen was not required to actually do any work. Instead, she kept them in a shoe box on her desk because she thought they were "pretty little blue pieces of paper." In one episode, when Stan cuts down on her extravagant spending habits, she cashes all her paychecks at once, nearly bankrupting Grace. Karen gives the money back to Grace in the end. Karen and Grace are very close friends, despite Karen's constant criticisms and insults regarding Grace's clothing choices and personal life (often dismissing Grace's wardrobe with the comment "Honey, what is this? What's going on here?" What are we trying to say?"). Karen and Grace's best friend Will Truman initially dislike each other, but they gradually become friends as well. Through Grace, she also meets Jack McFarland, and they become inseparable best friends.
Karen's home life For the first few seasons of the show, Karen lives with husband Stan Walker. Karen met Stan Walker in 1985, brushing off three simultaneous relationships (with
Martina Navratilova, Sultan Habibi Shoshani Padush Al-Kabir, and a man named Clayton) to be with him, only to learn that Stan was married. After going through two other marriages, she finally got together with Stan 10 years later. At some point before this, she also agreed to appear in the
fetishistic simply film
Next to Godliness, a
dominatrix flick. Stan is an
obese man who was credited with keeping
Taco Bell and
Pizza Hut in business, and who has worn a
toupee since his teens. Stan was a mostly unseen character during the show's run, despite being mentioned in many episodes. His hands and legs were shown in the episode "New Will City" but his face never was shown. His two children by his first wife,
Mason (whom Karen calls "the fat one") and
Olivia ("the girl"), were often left in Karen's incompetent care. In the fourth season, Stan is jailed for tax evasion and tells Karen to date other men. She cannot bring herself to do so until she meets rich bachelor
Lionel Banks (
Rip Torn), but just as their affair begins, Stan is released from jail. However, after Karen catches Stan with his mistress,
Lorraine Finster (
Minnie Driver), a cafeteria worker at the prison, the couple separate and Karen moves into the Palace hotel. After beginning divorce proceedings at the end of the fifth season, Stan dies suddenly. Despite cruelly mocking him for years, Karen is genuinely saddened by his death. During season six, Karen pursues romantic liaisons and eventually marries Lyle Finster (
John Cleese), Lorraine's father. However, after 20 minutes of marriage, she asks for a divorce upon realizing that Lyle puts his own needs ahead of hers. Karen becomes the head of Walker, Inc. upon Stan's death. However, at the end of season seven, it is revealed that Stan faked his death and had actually been in hiding. Karen begins dating Malcolm (
Alec Baldwin), a government agent who had helped Stan go underground. However, she ultimately reconciles with Stan, and Malcolm leaves on a government mission to
Sri Lanka. But later in the eighth season, Karen and Stan experience significant marital difficulties. They finally choose to divorce, only for Karen to learn in season eight's
finale that his money is borrowed, so she is now broke. Karen then pressures Jack into a relationship with
Beverley Leslie (played by
Leslie Jordan), who is wealthy enough to support Jack—and in turn keep Karen in the extravagant lifestyle to which she is accustomed. Though he is not attracted to Beverley, Jack goes ahead with the scheme because Karen had financially supported him for the whole of their relationship. Karen realizes that she is doing to Jack what her mother did to her, and tells him that she cares more about his happiness than the money. Beverley, who had been in the bathroom, then comes out to an empty bedroom, looks for Jack on the outside balcony and, being 4'11 and 100 lbs., is swept to his death by a gust of wind. Beverley had left his $100 million estate to Jack. He happily becomes the provider in his relationship with Karen, which has otherwise not changed. The series finale shows that—until at least 2028—Karen, Jack, and Rosario share an extravagant
penthouse apartment together, and, thanks to
plastic surgery, Karen appears to have not aged a day. When the series was revived in 2017, however, the events of the finale were written off as one of Karen's drug-induced hallucinations. In this continuity, Karen is still married to Stan and still independently wealthy, and has become a member of First Lady
Melania Trump's inner circle. However, in the final two episodes of season 9, it is revealed that Karen and Malcolm go on a rendezvous trip every year. By this point, Malcolm is very tired of having to hide from Stan and pressures Karen into deciding between him and Stan. Though she is reluctant to change their situation and despite both of them being tempted to give in to each other, Karen decides to stay with Stan and she and Malcolm share an awkward goodbye. In the beginning of season 10, Malcolm confesses the affair to Stan in hopes of starting a relationship with Karen again, but when Karen finds out about this, she slaps Malcolm and tells him to leave her alone for good. Karen is then served divorce papers from Stan, and in the next few episodes is seen struggling with her emotions and loneliness. Later in the season, Malcolm reappears at Karen's and Grace's office, hoping to win Karen back, but she is still angry at him and Grace is forced to be a mediator between them. Grace manages to convince Karen to forgive Malcolm and they decide to take things slow. However, when she feels that Malcolm is not putting as much effort into their relationship as she is, she confides her troubles to a lesbian named Nikki (
Samira Wiley) who tells her she needs someone to take care of her. They then become lovers and Karen begins to question changing her sexuality. Ultimately in the season 10 finale, she announces herself as straight and breaks things off with Nikki, after realizing how lost she has become since her divorce from Stan. In the series finale, Stan asks her to take him back, and she realizes that she still loves him. At his direction, she goes to the observation deck of the
Statue of Liberty, where they had their first date, but he does not show up. Just as she is about to leave, however, Stan arrives on a helicopter and sends down a note asking her to marry him again. She says yes, and boards the helicopter. That night, she is with Will, Grace, and Jack as Grace goes into labor, and accompanies them to the hospital. == Other relationships ==