Jack is attracted to the feminist who is threatening a boycott of Blush; Nina gets a visit from her deceased friend.
Vicki gets into trouble with Jack when she offers to do haircuts at Blush; Elliott asks Finch to help get his life organized.
Jack asks his staff to evaluate his work anonymously; Maya's suggestion that Nina walk to where she's going results in a sprained ankle.
Jack suddenly announces his retirement and puts Maya in charge of Blush; Jack tries to dodge an office farewell party in his honor.
Nina feels threatened by her future husband's friendship with the ceremony minister (Amy Yasbeck), prompting Jack and Finch to step in.
Maya hires a new intern (Richard Kind) who turns out to be a bitter 45-year-old; Jack helps Nina plan her wedding; Finch unleashes his charm on Elliott's Bible study group.
Nina pretends to be prim and proper; Elliott rents an apartment in Jack's building; Finch learns he will inherit a lot of money from Jack.
Maya educates Finch's girlfriend (Gina Gershon) about the emotional bond she shares with her new boyfriend; Jack tells Nina about his ability to charm the office cleaning woman.
Tentative Elliott discusses finance and business strategies with his conniving brother (David Cross); Nina enters a fierce game of chance with Jack.
When Simon prepares to propose, Nina tells him she is still married to another man (Jon Lovitz); Jack finds the perfect guy for Maya, but she falls for someone else.
Finch romances a rival publisher's assistant, and she has an ulterior motive for accepting his advances; Nina is jealous of her boyfriend's celebrity status.
Finch attends his reunion with his pal Bert, now a transsexual named Brandy (Jenny McCarthy); Maya and Elliott decide to become intimate with no strings attached.
Finch pretends to be Jack at an important business meeting; Elliott confronts a bully (Jason Marsden).
After his father (Brian Dennehy) is forced into early retirement, Finch gets him a job as Jack's driver; Elliott wants revenge after a comic targets him at a club.
Finch lives out a dream when he meets the centerfold model (Morgan Fairchild) he fantasized about as a teenager; Nina and her rock-star boyfriend discuss moving in together.
Maya feels rejected when Vicki reconciles with ex-husband Pete (Danny Nucci); Finch invents a fictional employee in order to obtain a company parking spot.
Finch arranged a confrontation between Vicki and Nina, which leaves both women seeking revenge; Nina pranks Finch when he meets his idol (George Lucas).
Maya ghostwrites a poem for Finch, and Jack shows it to the editor of a literary magazine; Elliott hires Nina's rival (Cheryl Tiegs) to replace her.
Maya tries to reunite Vicki and ex-husband Pete (Danny Nucci) but winds up sleeping with him instead.
Elliott feigns interest in Vicki's foul-mouthed sister, Rhonda (Gina Gershon); Jack installs closed-circuit cameras to keep an eye on everyone from home.
Nina throws a Halloween party; mistaking Finch for a woman, a lesbian (Brooke Burns) expresses an interest in him.
Nina's romance with a British rocker (Simon Templeton) turns into a battle of willpower; Elliott jumps on Jack's pocket-watch bandwagon.
Finch tries to make Vicki look bad; Nina ushers in a deranged street person (Meagen Fay) to show Jack he was wrong to hire Vicki.
After Jack hires a woman (Rena Sofer) to make changes at Blush, the staff gets her to quit, then tries to woo her back.
When Finch forms a band with Kevin (Brian Posehn) and their friend Gary (Huey Lewis), Nina becomes smitten with Gary and begins interfering with their process.
Elliott becomes distraught when his grandmother (Patience Cleveland) begins spending more time with Finch than with him.
Finch persuades David Hasselhoff to play his father in a semi-autobiographical movie for his film class.
When the staff's antics drive a fashion designer (Kate Spade) out of the office, Jack hires a corporate therapist (Stephen Root) to re-educate the staff on tactful behavior.
When his novel-writing experience leads to frustration, Jack hires an English professor (Michael Ensign) to write the book for him.
Finch asks Jack for money to hire a tutor (Brigid Brannagh), but he ends up paying for massages instead.
Maya dates an exterminator (Joe Rogan) whose lack of education impedes their romance; Finch and Elliott offer Kevin (Brian Posehn) money to watch him eat gross things.
Believing Nina treated him unfairly, Maya begins dating a blind man (Dave Foley) with an antagonistic personality.
Finch and a roommate move into the apartment across the hall from Maya and turn out to be the neighbors from hell.
Trying to get a girl, Finch hires an au pair (Shannon Elizabeth) for his imaginary son; Jack hatches an elaborate scheme to test Elliot's loyalty.
Maya is shocked when Ray Liotta professes his love for her; Finch and Elliot play a joke on Jack when he purchases an antique desk.
Nina spends time with her newly discovered teenage granddaughter; Jack enlists Elliott's help in buying Maya a perfect birthday gift.
The long-lost daughter Nina had given up for adoption tracks her down at Blush; a game of darts brings out Jack's competitive fire.
Maya is unnerved by actor Ray Liotta's obsession with Christmas; Jack dresses up as Santa Claus; Finch and Nina are stranded together in Philadelphia.
Jack is determined to impress his billionaire peers; Maya helps a mail clerk get over his obsession with Nina.
Finch and Elliott come up with a mutual plan for dating Amy; Jack and Nina talk the mailroom clerk into "opening his wallet."
Finch and Elliott compete for the affection of new sex columnist, Amy; Jack's incentive ideas have Maya and Nina scrambling.
Maya's new assistant (Tiffani Thiessen) stirs jealousy in the office with her credentials and her good looks.
The staff worries about Nina's behavior after one of her friends dies; Finch considers going back to school.
Finch has second thoughts after he begins to date his a woman (Amy Sedaris) whose personality is very similar to his; Maya tries to explain her high raise.
When a new security guard arrives at Blush, Finch tells everyone that she used to stalk him at college and tried to steal his personality.
Jack gives Finch the boot after catching his assistant in bed with his ex-wife (Kristin Bauer); Finch becomes Snoop Dogg's new assistant.
Jack's ex-wife demands a position as a Blush columnist as part of their divorce settlement, but Finch knows her ulterior motive.
Maya is shocked when her one-night stand (Dean Cain) is hired as the magazine's new creative consultant.
A romance novelist (Kathie Lee Gifford) woos Finch; Nina criticizes a disabled actor on national television.
Finch plans to become a Gallo by hooking his mother (Joyce Bulifant) up with Jack; Elliott tries to help another photographer find his passion.
Nina's visiting sister (Brooke Shields) sparks jealousy when she woos the Blush staff and decides to move to New York.
Jack fears that Maya's new love interest may be his illegitimate son; Elliott decides it's time for Finch to move out.
Nina is tricked into attending the bar mitzvah of a 13-year-old (Samm Levine) who has a major crush on her.
Maya exacts revenge on the new intern (Ashton Kutcher) for something that happened to her in high school.
Elliott winds up with a professional escort (Lucy Lawless) courtesy of Nina in an attempt to make Maya jealous.
Elliott risks losing Maya when he begins to entertain doubts about getting hitched; Maya returns the ring.
Elliott's plan to ask for Maya's hand in marriage on her birthday is ruined when Nina tags along to dinner.
Nina and Maya believe a new employee (Mo Collins) invited everyone in the office to her bridal shower so she could get more presents.
Finch's romance with a boxer (Sami Reed) brings trouble in the form of her jealous ex-girlfriend (Elizabeth Rodriguez).
Jack's lucky numbers come up in the lottery, but Finch spent the dollar on coffee instead of a ticket.
Finch is exiled to the basement, where he discovers Jack's first assistant (Martin Mull); Elliott claims Maya's hunky doctor is a frequent visitor at strip clubs.
Maya's pleasant Thanksgiving takes a turn for the worse when Jack hooks up with Elliott's mom before dinner.
Finch's old friend (Jenny McCarthy) decides to visit, but he has undergone a sex change and is now a gorgeous woman.
Maya's best friend from high school (Andy Richter) is hired to give a motivational speech to Blush employees.
Elliott's scheming younger brother (David Cross) returns, claiming to be a successful insurance salesman.
Nina's romance with a famous actor (Robert Burgi) is soured when his mother (Eve Brenner) competes for his affections.
Nina and Finch are unaware of Jack's divorce; Finch surprises Jack at his hotel with a musical performance from his new band (98 Degrees).
Finch decides not to get involved with Nina, but Nina has other plans; Elliott accidentally erases an important message on Jack's answering machine.
While Finch is undercover as a student to research an article, a precocious cheerleader (Melissa Joan Hart) asks him to the prom.
A mock-documentary explores the life of Blush magazine's fashion editor Nina Van Horn, from her movie days through her brief marriage and her fashion career.
Finch's former figure skating partner asks him to coach her and her new partner; Maya dyes her hair blonde.
Nina is nervous about meeting her biological parents until she learns they are very wealthy; Elliott and Jack make a startling discover about Finch.
In need of an apartment, Finch convinces Maya and Elliott to move in together, with disastrous results; Jack and Nina argue.
When a right-wing organization threatens Blush magazine, Jack asks Nina to charm the group's leader (Terry Rhoads).
Jack learns that a young African-American man (Kadeem Hardison) is posing as his son; Elliott and Nina serve as judges at an awards show.
Maya and Elliott invite another couple (Arye Gross and Ashley Gardner) to go swing dancing, but their offer is misunderstood.
Finch is shocked to see his ex-wife at one of Nina's meetings, though he soon tries to use it to his advantage.
Jack and Nina remain focused on finding a man for Maya; Elliott and Maya decide to keep their rekindled relationship a secret.
Elliot is starting to feel cornered in his relationship with Kaylene; Jack signs Maya up for a dating service so she won't end up an old maid.
Nina's former agent (Nina Foch), now suicidal, thinks a romantic rendezvous with Finch could do the trick.
Maya and Jack accidentally kill Finch's cat; Nina's advice leads Elliott's mother (Rhoda Gemignani) to go out for a wild night on the town.
Maya is stunned to learn that Elliott's latest girlfriend (Cassidy Rae) is a model and a premed student at Yale.
After his memoirs come out stating he once beat up Robert Conrad, Jack fears the worst when the actor stops by the office.
Jack tries to convince his ex-wife (Victoria Principal) to marry her new boyfriend, who is putting the moves on Maya.
Maya's former assistant Cindy returns as a media buyer, and Jack makes Maya take her out for the evening.
Elliott's plan to stir up trouble between his friend (Kevin Sorbo) and Maya backfires when the two decide to set up a date.
A party reveals how different Finch and his wife really are; Maya gives out job evaluations at the office.
Nina manipulates Jack after she overhears his therapy session; Maya researches a story on habitual women gamblers.
Finch meets his manipulative match in Kyle, Adrienne's hand-model friend; Nina is sentenced to community service.
A sleazy photographer (Sean Whalen) with incriminating photos blackmails Elliott into giving him a job.
Elliott recalls when a hit-and-run driver made him lose contact with his dream lover, unaware that Nina was that driver.
Finch's desire to enter his cat in a show tests his marriage; Maya and Elliot begin divorce procedures.
Desperate to impress an old nemesis, Finch plans to wed an insecure supermodel (Rebecca Romijn-Stamos).
Desperate to impress an old nemesis, Finch plans to wed an insecure supermodel (Rebecca Romijn-Stamos).
Maya reminds Nina of her history of bad choices in men when Nina's former lover (Jere Burns), now a fugitive, returns.
Jack is determined to get back in shape and hires a tough, personal trainer (Neal McDonough); Maya and Finch collaborate on a screenplay.
Fair play is not a priority when Jack hires former slugger Steve Garvey for the annual baseball game.
Nina, Maya and Elliott are thrilled to have been nominated for Femmy Awards; Finch is rejected by a cover girl.
Maya's photography teacher (David Clennon) wants her to pose in the nude; Finch competes for Jack's attention.
Finch gets a sleazy friend (Willie Garson) to pose as an advice columnist; Nina gets roped into a relationship.
Finch switches the cards on two of Elliot's birthday presents, leading Elliott to believe that Persky gave him a cool video game system while Maya gave him risque toys.
Maya hosts an elaborate murder-mystery party where everyone dresses in costume and pandemonium reigns.
Finch tries to dissuade his father (Brian Dennehy) from marrying Nina; Elliott gets a second chance with Tyra Banks (as herself).
Finch's visiting father (Brian Dennehy) romances Nina and announces their engagement; Elliott meets model Tyra Banks.
Maya is attracted to conservative politician (Tom Amandes) but Nina ultimately wins his affection; Finch learns about Elliott's valuable collector's item.
Jack tries to put out the flames rekindled by Maya's first love (Rob Youngblood); Nina has an allergic reaction.
Maya sets out to expose the truth about Elliott's brother (David Cross); Nina is surrounded by hundreds of canaries.
Finch tries to ruin the office Christmas with insulting gifts after misunderstanding his present. Narrated by Kelsey Grammer.
Nina sets her sights on fashion rival Margo Langhorne (Christine Ebersole) but feels no victory when the battle ends.
Finch meets Mark Hamill (guest starring as himself) at Bartini's and is so annoying that the actor turns the tables.
Maya's romance with a puppeteer takes an uncertain turn when she suspects she has inspired a rude new puppet.
Elliott plans to teach Courtney (Megan Gallagher) a lesson for dumping Finch, but events take a different turn.
A model reveals her feelings toward Finch; Jack convinces Nina and Elliott to treat him like one of the guys.
Maya gets caught up in a tangle of practical jokes when she sets out to prove Finch wrong and demonstrate that women can be pranksters too.
Finch convinces Maya to wear a costume to work on Halloween; while dressed as a fairy princess, Maya meets Prince Charming (Mark Dobies) on an elevator.
Maya is taken in by Finch's lie that Jack wants to turn a neighboring office into a daycare center, but what Jack really wants the space for is a steam room.
Finch and the new nanny (Ana Gasteyer) are caught in an embrace by a camera hidden inside a teddy bear.
Jack is hit by friendly fire when Finch accidentally shoots his company teammate in a paintball game.
Bringing her father and mother (Jessica Walter) together for the first time in 25 years creates complications for Maya.
An office blood drive turns into a storytelling session as Finch, Nina and Elliott recall for Maya how Jack transported them from dreary jobs to new careers.
Maya knocks designer Oskar Milos' (Dana Carvey) clothes and has to eat her words when Milos pulls his advertising.
Nina's comeback photo shoot leaves her in head-to-toe gold paint for the day; Maya gets ambushed when she agrees to speak at a forum for women in the media.
Jack feels guilty for firing his old partner 30 years ago and decides to rehire him, but then he remembers why he fired him in the first place.
Finch faces off against Jack's new personal assistant; Maya mistakenly uses Nina's nicotine patch as a bandage.
A fake kiss at a tenant meeting may hold greater significance for Elliott and Maya; Jack tests Finch.
Nina is humiliated by the display of her bikini at a celebrity cafe, so Maya and Finch plot to get it back.
Maya and Nina compete to influence a college intern (Ali Larter) with interests in both modeling and journalism.
Maya's interview with a British rock star (Michael Des Barres)triggers a flood of memories for Nina of the affair she had with him 25 years ago.
Jack loses his temper for no apparent reason at a staff meeting and refuses to talk about it; Finch tries to seduce Courtney.
Finch gets help to prove he's straight when he finds out that his father (Brian Dennehy) thinks he's gay.
Maya is slapped with a sexual harassment suit; Elliott can't cope with his new girlfriend's (Heidi Schanz) fame.
Nina outdoes Finch by giving Jack a celebrity monkey for his birthday, then struggles to conceal it; Maya tries to impress a friend (Lisa Edelstein).
Elliott conspires to flaunt his flashy career and glamorous lifestyle before his old school friends at a memorial service for one of his high-school teachers; Jack trains Finch on how to exert power over others..
Maya arranges for a generous cash gift for the office custodian; Elliot is upset when the delivery guy invents nicknames for everyone but him.
Maya's long-running efforts for literacy are upstaged when her father makes a big donation and gets credit.
Maya's past behavior makes it hard for Jack to get Hannah enrolled in Maya's old school; Elliot and Nina discover they share a fascination with the same blues singer/songwriter.
A Woody Allen impersonator (Ed Crasnick) is drawn to Maya after she pens a favorable article about the filmmaker; Jack loses his sight for a day.
Maya is upset when her father gives tickets to a Royal Shakespeare Company production and a flight to London to Elliott and Nina.
Despite warnings from Elliott, Finch falls for the beautiful Nikki Elston, and the staff must intervene.
Although he's married to a younger woman, Jack flips when Maya is pursued by a 60-plus playboy (Chad Everett).
Maya challenges her father's authority by retaining an aide (Cheri Oteri) he fired; Nina is set up for disaster.
Maya proves her own point about looks vs. intelligence when she ends up dating a hunk instead of a brainy man.
Maya is miffed at her father, but the candy he brings back from the Orient makes a big hit at the office.
The new photo Elliott takes for Maya's ID card makes her look so attractive that it results in a saucy dream; Finch becomes the office enforcer.
Jack and Maya throw a birthday party for Nina after her plans are canceled; Finch and Elliott make a bet.
On Secretary's Day, Finch gets annoyed and leaves the office in a huff, winding up on "The Tonight Show" recounting how he fell into a gorilla cage at the zoo.
Maya's story idea is dampened by her father, while co-workers Nina and Finch plan for their own dismissals.
A cash-strapped serious journalist reluctantly takes a job with a fashion magazine owned by her father.