Jack hires a woman off the street to run the desk. The staff thinks its because Jack wants to seduce her. This causes her to quit. When the staff finds out that Jack didn't hire her for that reason, they convince her to come back to work. Meanwhile, Finch tries to get a distraught female co-worker to take comfort in his arms.
Finch is scared about Jack liking Vicki, so he sets her up to look bad, but he's not sure when she'll get him back. Meanwhile, Nina brings in a woman off the street to prove to Jack that he was wrong to hire Vicki. She is worried though when the woman gets lost in the building.
Nina starts dating a British rocker named Simon Leeds. Meanwhile, Maya convinces Vicki to give her the details of her divorce. And Jack is prancing around showing off his new pocket watch until Elliot gets one too.
Nina is throwing a Halloween party! At the party, Finch and Elliot compete for Blush's newest cover model, Kelly. In the end Finch gets her, only to find she is a lesbian who thinks he is a woman. Meanwhile, the jealous Elliot tries to keep Vicki from going home with a guy she met at the party.
Gina Gershon guest stars as Rhonda, the beautiful but foul-mouthed sister of Vicki who immediately falls for Elliott. But when Elliott feigns interest in Rhonda only to ultimately make himself seem more interesting to Vicki, he finds himself in an awkward situation and only Finch can save him. Meanwhile, Jack annoys the entire office when he sets up closed-circuit cameras everywhere in an attempt to keep his eye on everyone while is home recovering from foot surgery.
Passion enflames Maya, drawn to a fireman hunk who's Vicki's estranged spouse; jealousy rages between Nina and her rocker beau.
Nina's ego figures in a reshoot of her famous pinup pose; Finch's collegiate woes work on Maya's sympathies.
A Nina-Vicki tangle is the devilish work of Finch, a mischief-maker ripe for a comeuppance. George Lucas plays himself in a cameo role.
Maya's tryst feeds office gossip, thanks to blabby Nina; Finch's scheme for a reserved parking space runs afoul of prying Elliott.
At Vicki's suggestion, Jack asks all the Blush staff regulars to anonymously evaluate his work. Finch, Nina, Maya, and Elliott submit signed appraisals that only include words of praise, while Vicki anonymously tells Jack the truth. By process of elimination, Jack knows who the criticism came from, and he is spurned. Vicki consoles him and finally convinces him that the truth is healthy. Jack then insists that everyone tell him something honest, which sends Finch into a tailspin of vitriolic criticism. Meanwhile, Nina sprains her ankle after Maya suggests she walk somewhere, and Maya has to take Nina's place at a fashion event. When Maya has a great time, Nina becomes jealous.
Jack and Finch prepare for a meeting with Tate Gittling, the publisher of Blush's biggest rival magazine, in an attempt to join together for a charity function. But when Finch becomes romantically involved with Gittling's assistant, Bridget (guest star Judy Greer), he drops his guard and she sets him up to make Jack look bad. Meanwhile, Nina becomes jealous of her rock star boyfriend's (guest star Simon Templeman) celebrity status.
Finch forgets to tell Jack about an important meeting with foreign clients, so he assumes Jack's identity and attempts to close a deal without Jack's knowledge. Meanwhile, Nina and her rock star boyfriend Simon (guest star Simon Templeman) force themselves to go clean in an attempt to get Nina's hard-partying granddaughter (guest star Sasha Barrese) to change her ways, and Elliott seizes an opportunity to confront his high school bully (guest star Jason Marsden).
Finch's old buddy Brandy - a transsexual woman whom Finch knew as Bert - joins Finch at their high school reunion. Meanwhile, Maya and Elliott decide to become intimate, but without any strings attached.
Rivalry over a charity event leads to tension between Jack and a fellow magnate (Alan Rachins), whose comely assistant gets hot and heavy with Finch.
Jon Lovitz portrays Nina's estranged, foppish husband, who still enthralls her. Elsewhere, Maya's swept away by an environmentalist (Stephen Dunham) her father dislikes.
Elliott's duplicitous brother (David Cross) returns, accompanied by his fiancée and now deeply sorry for conning his sibling in the past. The sudden turnaround doesn't convince Elliott, who's determined to prove this is another scam.
The outrageous behavior between Finch and his sexy partner (Gina Gershon) galls Maya, who sets out to rein in the stallion. Also: Jack and Maya compete for an office-cleaner's favor in a feud that gets way out of hand.
The outrageous behavior between Finch and his sexy partner (Gina Gershon) galls Maya, who sets out to rein in the stallion. Also: Jack and Maya compete for an office-cleaner's favor in a feud that gets way out of hand.
Richard Kind ("Spin City") plays a boorish intern at Blush with a crush on Maya. Also: Elliott is drawn to the women at his Bible-study class that's crashed by lascivious Finch, passing himself off as a sinner anxious to be saved.
Nina feels threatened by Skyler, an old fling of Simon. Skyler would be the minister at their wedding reception. Jack and Finch scam to get rid of her. Meanwhile Maya has found the perfect man, who turns out to be a senior in High School.
The series finale centers on a send-off for retiring Jack, whose staffers share memories, shed tears and pay affectionate tribute. Finch puts his feelings into rap, while Nina likens Jack to---what else?---"a perfect glass of Scotch."
Staff critiques vex Jack, who demands honesty and gets it, especially from servile Finch; a role reversal with Nina makes Maya a partygoer.
Vicki's back in the hairstyling biz and is now dyeing to give Blush the brush; Nina takes under her wing a female impersonator who's going to portray her in a cabaret show; and Dennis rides roughshod over Elliott, his new assistant.
A boycott of Blush is threatened by a feminist, whom Jack uncharacteristically finds "very interesting [and] attractive". Also: a male-bonding feud pits Finch vs. Elliott; and dreams of infidelity haunt Nina.