Episode list

Finch dates a female boxer with a jealous ex-girlfriend. Elliott, Jack and Nina fool Maya into believing that they're smarter than she is.

Maya and Nina have a quarrel over the intentions of giving out invitations to the bridal shower.

Elliott's impulsive decision to propose to Maya has dire consequences.

Maya gives Elliott the ring back. Elliott proposes again and passes out again. Maya comes to the realization that Elliott is not interested in what she is and kicks him out of their apartment.

Elliot and Maya go on dates after their breakup. Finch tries to jeopardize the auction of Jack' collection after he feels betrayed.

Ashton Kutcher plays a new intern that Finch immediately develops a man crush on, Nina starts dating a magician who creeps everyone out and "boops" Elliot's nose, Pamela Anderson also appears.

Finch DJs a bar mitzvah for a kid who has a crush on Nina. Jack and Elliot set their sights on the same woman.

Maya and Harrison, a son of Jack's close departed friend become close. Jack gets very nervous, when he looks into the possibility that Harrison might actually be his son.

Everyone likes Nina's younger sister Erlene, who comes to New York for a visit. Nina is jealous and plots to give her the boot.

When Finch's newly single mom shows up, he tries to fix her up with Jack so that he can be part of Jack's family. He sabotages Jack's current relationship for the plan to take effect. Elliot learns that a once great photographer has been slumming at Nina's, he's now a 'down and out'. So Elliot tries to help him.

Finch becomes a boy toy for a loaded, middle-aged novelist. Nina is asked to co-host the American awards.

Nina convinces Maya to stop over thinking her dating life and just go for it. Eliot tries to get Finch to do something good.

Nina pesters Eliot to set up a therapy session with his new girlfriend. Alie wants Jack back.

When Jack catches Dennis with his wife, he throws him out. Later Dennis gets a job working for Snoop Dog. When Jack learns of what happened between Dennis and his wife he tries to get Dennis to come back but he's afraid to tell Snoop that he wants to go.

Finch reveals his personality is not his own but one he ripped off a girl he knew earlier in life. Jack asserts his alpha-male status when Elliot refuses to share his cannolis.

Finch dates the woman who shares his personality. Nina doubts her ability to negotiate a raise from Jack, and Maya wonders if her raises are just because she's his daughter.

When Nina's long-time friend passes away, she finds it hard to cope with the loss. At first, she avoids the whole issue. Later, she can't separate herself from Binnie's ashes and takes the urn with her everywhere. Dennis feels threatened by Jack's new egg-shaped electronic personal assistant, but finds relief when Jack agrees to pay to send Dennis to college.

Maya's new assistant will stop at nothing to get ahead fast. She goes over Maya's head to get Jack to hire her as the new sex columnist. Elliot sets Kevin up with a date, but Kevin can't let Elliot go.

Jack's new point system causes Nina and Maya to compete for his approval. Finch and Elliot compete over Amy, each trying to outdo or embarrass the other.

The competition between Finch and Elliot kicks into high gear when Amy asks them each out for a date on the same weekend. Jack and Nina entice Kevin with the finer things after he turns down a promotion because he doesn't care about money.

Kevin begins stalking Maya instead of Nina. Jack must tolerate his snobbish business partner's attempts to degrade those less fortunate, namely Elliot.

Jack's daughter, Hannah, makes an appearance. Jack must set things straight with a little boy she creates a scene with, waiting to see Santa. Maya meets a handsome celebrity who loves Christmas even more than her, to the point of obsession.