Entourage: Season 5 (2008)

Season 5

Critics 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.



Critic Ratings: 17


Audience Score

User Ratings: 111

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Air date: Sep 7, 2008

In the fifth-season premiere, Eric and Ari deal with the fallout from Medellin 's wretched reviews while Vince and Turtle lay low in an undisclosed tropical paradise, and Drama continues his long-distance romance with Jacqueline, but turns into a diva during a Five Towns photo shoot.

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Air date: Sep 14, 2008

Ari worries about coming clean with Vince about the precarious status of his career; Eric turns to a former associate to shop a promising script; Drama pays a price for his obsessive contact with Jacqueline. Tony Bennett and Mark Wahlberg appear as themselves.

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Air date: Sep 21, 2008

After being advised by his no-nonsense accountant to file for bankruptcy, a cash-strapped Vince reluctantly considers a paying gig at an ostentatious Sweet 16 party; Ari raises the stakes in a battle of one-upsmanship with rival agent Adam Davies.

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Air date: Sep 28, 2008

Ari and Vince visit studios to pitch the smoke-jumper script, while Eric has tense but separate negotiations with Amanda and the screenwriters; Drama makes a memorable appearance on The View.

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Air date: Oct 5, 2008

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.

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Air date: Oct 12, 2008

Dom needs Vince's help after being involved in a televised car chase; Ari wagers on Vince's career while playing golf with studio head Alan Gray; and a desperate Turtle signs on as Drama's personal assistant. Golfer Phil Mickelson has a cameo.

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Air date: Oct 19, 2008

Vince works with a supermodel on a photo shoot for a major fashion house, and Ari seizes an opportunity at a funeral to boost his client's career.

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Air date: Oct 26, 2008

Ari's preoccupation with a huge career move makes him inaccessible, so Vince answers a rival agent's call to meet with a famous director. Meanwhile, Turtle lucks into an airplane seat next to Jamie-Lynn Sigler.

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Air date: Nov 2, 2008

Vince's first day on the set of Smokejumpers includes feelings of nervousness and a meeting with costar Jason Patric. Meanwhile, Ari reaches out to an old friend (Gary Cole) who needs his help.

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Air date: Nov 9, 2008

Vince is unnerved by stern advice from Verner (Stellan Skarsgård), the demanding director of Smokejumpers . Meanwhile, Eric is dismayed to learn that Seth Green is on the short list for Charlie's pilot, and Andrew receives a makeover from Ari and Lloyd.

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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.

Cast & Crew

Perrey Reeves
Mrs. Ari
Jeremy Piven
Ari Gold
Adrian Grenier
Vincent Chase
Kevin Connolly
Eric Murphy
Kevin Dillon
Johnny 'Drama' Chase
Carla Gugino
Amanda Daniels
Beverly D'Angelo
Barbara Miller
Shad Moss
Charlie Williams
Jamie-Lynn Sigler
Jamie-Lynn Sigler
Lucas Ellin
Jonah Gold
Gary Cole
Andrew Klein
Stellan Skarsgard
Verner Vollstedt
Darold Cuba
Smoke Jumper
Branden Williams
Branden Williams
Alan Dale
John Ellis
Mark Wahlberg
Executive Producer
Doug Ellin
Executive Producer
Stephen Levinson
Executive Producer
Larry Charles
Executive Producer
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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…

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.

Sep 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.

Sep 7, 2008 | Full Review…

Knee-deep in season five, our pleasure centers only feebly buzzing and our guilt mounting, we no longer feel that we can in good faith continue to recap this show.

Jun 1, 2018 | Full Review…

There already seems to be an effort to focus on characterization, rather than just typical Hollywood shenanigans.

Jun 1, 2018 | Full Review…

By taking away Vince's career and making him work for it, the show has a central thrust again.

May 31, 2018 | Full Review…

It feels like we're back where we started-and this roller-coaster ride is getting a little boring.

May 31, 2018 | Rating: C+ | Full Review…

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

Jun 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…

Most of the season deals with Vinnie having a horrible time on a firefighter film.

May 9, 2018 | Rating: 5/10 | Full Review…

It's less aimless and has renewed momentum -- even if its plots tread familiar ground.

Sep 7, 2008 | Full Review…

Audience Reviews for Entourage: Season 5

  • Oct 21, 2015
    Episode 5 is pure gold
  • Jul 21, 2015
    Az újabb 12 epizód bukástól bukásig tartó röppályáján a szokásosnál lassabban araszol a történet, mintha kezdene fogyni az üzemanyag. Egyre több az összefüggéstelen történetszál, az inkább kínos, mint vicces, vagy laza pillanat. A srácok kezdenek rájönni, hogy amit csinálnak az egy bizonyos üzemméret fölött már nem tartható. Ilyenkor minden normális ember változtat, vagy legalábbis megpróbál, ?k pedig ehelyett ezredszer is rezignáltan veszik tudomásul, hogy szarban vannak, úgyhogy rápipálnak és várják, a menetrend szerint érkez? sült galambot.

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