Despite a not-so-triumphant return, the guys party it up in NYC. After getting a tip from Vince's mom, E stalks Gus Van Sant to convince him to cast Vince in a role. Meanwhile, Vince reconnects with his high school sweetheart and Drama considers an investment opportunity.
- Directed by
- Mark Mylod
- Written by
- Ally Musika, Doug Ellin
Guest stars
Shad Moss
Charlie Williams
Jamie-Lynn Sigler
Jamie-Lynn Sigler
Mercedes Ruehl
Rita Chase
Mercedes Mason
Kara
Camille Saviola
Turtle's Mom
Louis Lombardi
Ronnie
- J
Jordan Feldman
Shawn
Beverly Sanders
Eric's Receptionist
Gus Van Sant
Gus Van Sant
Martin Scorsese
Martin Scorsese
- M
Marilyn Dobrin
Aunt Darcy
David Brown
Uncle Ray
All episodes — Season 5
Open season page
S5 E1Fantasy Island
Sep 7, 20087.827 min
As the dismal reviews for Medellin continue to roll in, Vince hides out in a Mexican paradise with Turtle. Meanwhile, producer Carl Ertz wants a meeting with Vince about a role in a guaranteed hit, and Eric and Ari go all out to persuade hi
S5 E2Unlike a Virgin
Sep 14, 20087.827 min
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 h
S5 E3The All Out Fall Out
Sep 21, 20088.528 min
To avoid bankruptcy, Vince takes Shauna's and his accountant's advice by agreeing to make an appearance at a not-so-sweet-sixteen bash. After a fast and furious drag race in his new Ferrari, Ari ups the ante with Adam Davies. Still devastat
S5 E4Fire Sale
Sep 28, 2008824 min
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 depress
S5 E5Tree Trippers
Oct 5, 20088.330 min
Making the right call on a crucial career move calls for Vince and the guys to search for clarity and guidance in the arid expanse of Joshua Tree National Park. Meanwhile, Lloyd assists Ari in his time of need.
S5 E6ReDOMption
Oct 12, 20087.731 min
Ari wagers on a role for Vince in a game of golf with Alan Gray. After causing a televised car chase, Dom asks Vince to bail him out, but only Eric can afford it. Desperate for a job, Turtle agrees to be Drama's personal assistant.