CAPSULE: Nancy pursues her relationship with Matt, but Elliot makes a concerted effort to win her back.

Elliot returns the kids to Nancy and has an awkward meeting with her new boyfriend Matt Enwright. At work Elliot and Angel are working closely pitching ideas. Mike asks if there is anything between the two but Elliot says they are just friends. Nancy excitedly gives the big news to Melissa, Ellyn and Hope: her book is going to be published! When Elliot comes by later to see Nancy, she tells him also. He's happy for her, but tells her he misses her and wishes they could get back together. Nancy doesn't know how to respond, but says she still doesn't trust him.

Matt makes a date for dinner at Nancy's, but she makes it clear there will be no sex in her house. At DAA, Angel asks Michael about Elliot and Nancy's status. Michael discourages her from going out with him. Elliot tells Mike he's going to confess his affair with Cheryl Eastman to Nancy. Mike thinks it's a bad idea. At Nancy's,

CAPSULE: Melissa has conflicts with Lee over finding him a new job and with her father over his plans to buy her building.

At a dinner with her parents, the Steadmans and Lee, Melissa mentions that she's concerned about her building turning into condominiums. Her father Murray surprises her when he invites her to his office to propose that he co-sign a loan for her which would allow her to buy the building. Melissa runs across Lee's sketchbook and she's impressed with his drawings. She tells him he's overqualified to be a house painter and that she could help him. He says the drawing is just for fun. Later at DAA, Melissa is there when Courtney Dunton comes into Elliot's office with some portfolios of job applicants. Melissa gets the idea to suggest Lee for the job.

Melissa tells Lee about the job opening for a trainee at DAA. He doesn't seem interested, but goes there to be interviewed. His interview with Courtney is awful; he has no background at all or desire to work in advertising.