Jack hires a woman off the street to run the desk, but the staff thinks it's just because Jack wants to seduce her.

Vicky and Finch fight for Jacks approval. Nina loses a crazy woman in the office. Elliott asks Vicky out and is annoyed when she turns him down.

Nina dates a rock star and tries not to sleep with him on the first date. Maya tries to get Vicky to open up about her broken marriage. Jack gets a pocket watch, and gifts Elliott with a wristwatch to persuade him to stop using his own pocket watch.

Nina throws an A-list Halloween party and reluctantly invites the Blush team. Jack and Finch fight for the affections of a new model with Jack trying to use magic to win her. Maya helps Elliott realise that the only reason he keeps arguing with Vicky is because he likes her. Nina becomes jealous of her new boyfriend Simon and one of his old lovers.

Eliot tries to date Vicki but ends up with her sister. Jack monitors the office remotely with a 2-way A/V system.

Jack goes on a diet, but Finch keeps feeding him fatty foods so stops being cranky. Vicky's husband returns to beg for her forgiveness and Maya finds herself very attracted to him. Elliott helps Nina make Simon jealous with an incriminating photograph.

Maya helps Finch write a poem so he won't flunk out of college. Jack is impressed by the poem and rewards Finch even though Maya is responsible for it. Nina gets a chance to model again for Vicky's new idea for an article, which brings out a terrible side in both her and Elliott.

Finch tries to get Jack to let him come to dinner with George Lucas. Elliott becomes extremely arrogant when one of his artistic photos is published in a photography magazine. Vicky and Nina are forced to work together on a project, Finch convinces Nina that Vicky is a lesbian and has feelings for her.

Vicki reconciles with her former husband Pete. But he seems confused because he also has the hots for Maya. Finch invents a fictional employee in order to obtain a company parking spot.

Finch meets the centerfold model Lily, who was his fantasy when he was a teenager. Nina and Simon discuss moving in together.

After Red is forced into an early retirement, Finch gets him a job as Jack's driver. Elliott wants revenge after a stand-up comic targets him at a club.

Finch pretends to be Jack at an important business meeting. Elliott confronts a bully from his youth.

Finch attends his reunion with his transsexual pal Brandy. Maya and Elliott decide to become friends with benefits.

Finch and a rival publisher's assistant have a romance. But she has a motive for accepting his advances. Nina is jealous of her boyfriend's celebrity status.

Simon prepares to ask Nina to marry him. But it turns out she been married for 8 years and is powerless to ask for divorce. Jack finds the perfect guy for Maya, but she falls for someone else.

Good-hearted Elliott discusses business strategies with his con artist brother Donnie. Nina enters a fierce game of chance with Jack.

Maya tells Finch's girlfriend, Rhonda to form an emotional bond with him. Jack shares with Nina his ability to charm the office cleaning woman.

Simon's parents arrive to meet with Nina. Elliot rents an apartment next to Jack. Finch takes a peek at Jack's will.

Elliot joins a Bible reading group and fantasizes about the women there. Finch also joins the group and discovers these women aren't so celibate after all.

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.

Jack suddenly announces his retirement and puts Maya in charge. He tries to escape an office farewell party in his honor.

Jack asks the staff to evaluate his work anonymously. Nina ends up with a sprained ankle after a walk.

Nina takes under her wing the female impersonator who's portraying her in a cabaret show.

Finch and Elliot become rivals over a mutual male friend whom they both have an emotional connection with. Nina's dead friend Binnie shows up in her dreams.