Movies Similar to Entourage: Season 05 (2008)

The fifth season of the 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. ~ Kathy LeSage, Rovi