Entourage: Season 5 - Rotten Tomatoes

Entourage: Season 5 (2008)




Critic Consensus: The implosion of Vincent Chase's career proves to be the best thing that could have happened to Entourage in its fifth season, bringing stakes to the defiantly frivolous series for the first time.


Entourage: Season 5 Photos

Tv Season Info

The fifth series of the hilarious Hollywood satire finds the guys trying to help Vincent Chase (Adrian Grenier) pull out of a career free fall after the flop of his film "Medellin." As the season opens, Vince and Turtle (Jerry Ferrara) lay low in tropical paradise, while back in L.A., manager Eric Murphy (Kevin Connolly) and agent Ari Gold (Jeremy Piven) do damage control. Upon his return to Hollywood, Vince sees his situation go from bad to worse as his accountant advises him to file for bankruptcy. Though Vinnie seems to have lost his mojo, things are looking up for Eric, who shops around a promising script written by two rednecks (Giovanni Ribisi, Lukas Haas). But negotiations become tense when the better offer comes from a studio that doesn't want Vince in the film. Meanwhile, Ari takes a big gamble, literally, to help Vince while playing golf with a big-time studio head. And later the cocksure agent contemplates a dramatic career move. Speaking of Drama, Johnny (Kevin Dillon) continues his long-distance romance with Cannes fling Jacqueline (Julia Levy-Boeken), makes a memorable appearance on "The View" and hires Turtle as his personal assistant. Despite that professional low point, Turtle's personal life improves considerably when he lucks into a seat next to Jamie-Lynn Sigler on a flight back home to Queens, where the boys head to regroup. The season-ending trip reveals whether Vince's star rises again, and discloses one of the series' best-kept secrets: Turtle's real name. Among the celebrities making cameos in Season 5 are Tony Bennett, Phil Mickelson, Whoopi Goldberg, Jeffrey Tambor, Eric Roberts, Peter Berg and executive producer Mark Wahlberg.


Adrian Grenier
as Vince Chase
Rex Lee
as Lloyd
Perrey Reeves
as Mrs. Ari
Alan Dale
as John Ellis
Constance Zimmer
as Dana Gordon
Debi Mazar
as Shauna
Carla Gugino
as Amanda Daniels
Bow Wow
as Charlie
Gary Cole
as Andrew Klein
Beverly D'Angelo
as Barbara Miller
Paul Ben-Victor
as Alan Gray
Jason Patric
as Himself
Jordan Belfi
as Adam Davies
Leighton Meester
as Justine Chapin
Gus Van Sant
as Himself
Eric Roberts
as Himself
Kim Coates
as Carl Ertz
Tony Bennett
as Himself
Katie Morgan
as Herself
Martin Landau
as Bob Ryan
Joshua LeBar
as Josh Weinstein
Shay Jordan
as Herself
Kevin Pollak
as Mr. Levine
Seth Green
as Himself
Fran Drescher
as Mrs. Levine
Peter Berg
as Himself
Cassidy Lehrman
as Sarah Gold
Lucas Ellin
as Jonah Gold
Summer Altice
as Hot Girl
Gil Darnell
as Photographer
Adam Hutson
as Thirty Something Guy
Melanie Burchby
as Amanda's Assistant
Brian Sher
as Bradley
View All

News & Interviews for Entourage: Season 5

Critic Reviews for Entourage: Season 5

All Critics (17) | Top Critics (12)

Vince in adversity is, in fact, a more absorbing character than Vince as king of the world.

May 31, 2018 | Rating: A | Full Review…
Top Critic

The writers and performers seem to be amusing themselves first, figuring correctly that if they have a good enough time, so will some number of viewers. Four seasons later, it would be hard to argue with that premise.

September 7, 2008 | Full Review…

The first four episodes of the new season are more interesting -- and, on occasion, funnier -- than everything the show did last year combined.

September 7, 2008 | Full Review…

The themes of redemption and vulnerability are such a welcome change from one of constant invincibility - or more aptly put, inVince-ibility.

June 1, 2018 | Rating: B+ | Full Review…

While the series remains an entertaining half-hour of television, it no longer has the swagger that made it so fun in the first place.

May 31, 2018 | Rating: 3/5 | Full Review…

With so much happening, Season 5 turned out to be another solid series of episodes for one of HBO's best dramas.

May 31, 2018 | Rating: 9/10 | Full Review…

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