Vince's new agent wants him to do a period film. In the meantime Eric and Vince agree to have lunch with Ari and Turtle plans Vince's birthday party.

Amanda gets angry when Vince and Eric procrastinate over the Edith Wharton movie.

Turtle and Drama find some dream dates at the dog park.

Drama finds out that he will be the target on Pauly Shore's new Punk'd like reality show. Eric tries to relieve the tension between Vince and Amanda and Ari is jealous of a former fraternity brother.

"Medellin" is back on the table for Vince, but Ari and producer Nick Rubenstein must make the deal happen on the holy day, Yom Kippur. They have until sundown, and must finish the deal with use of a cell phone. Eric wonders how the relationship between Vince and Amanda is affecting the deal. Drama grows attached to a race horse.

Vince is feeling insecure about more than just his career when former flame Justine Chapin pawns him off on her friend at a party. Eric offers to represent LB and Nick, two writers of an indie film script, but can't get them Vince, or any help from Ari. Drama maintains constant contact with Jacqueline.

Ari shows interest in Eric's indie script, imagining it as a big studio production with Vince as the lead, but believing they now have a bidding war on their hands, the writers up their price. Determined to postpone his post-breakup depression, Drama gets pumped for his guest appearance on "The View."

After scoring a first class seat next to Jamie-Lynn Sigler, Turtle makes a mile-high claim the guys just don't buy. While Ari is distracted, Josh Weinstein courts Vince.