With his latest film "Head On" about to hit screens across the country, actor Vince Chase is living the player's life in L.A. Along for the ride are his best friends: Eric and Turtle, who grew up with him in Queens, and Vince's brother, Johnny Drama. The crew spends most of their time relaxing at Vince's house in the Hollywood hills, shooting hoops, playing rooftop golf and entertaining ladies at the pool. But to keep the lifestyle going, Vince has to keep making movies, and his super agent Ari thinks he's found just the project, the action film "Matterhorn."

Ignoring the negative review from Variety, Vince ramps up his already excessive spending by leasing a new Rolls Royce. Ari urges Vince to get a "real" manager, causing a wounded Eric to do some soul searching.

Partying after a boxing match, Vince runs into Jimmy Kimmel, who immediately does his best to get Vince to commit to an appearance on his show the following night. Also at the party, Luke Wilson tells Turtle and Drama about his new home theatre setup, planting the idea in their heads that they need an upgrade.

Ari wakes Eric with a phone call to remind him that tonight is the all-important opening night for Vince's movie. Immediately after Eric hangs up, Emily unexpectedly drops off fan mail, but with ulterior motives. Drama introduces the guys to his latest lady friend back at the house, and then they discuss their plans for the evening over breakfast at a diner. Vince's major work for the day is a stop at Big Boy's Neighborhood, a local radio show. As a result of the appearance, Vince secures a date for himself with Justine Chapin.
While everybody gets ready for the night's activities, Ari video conferences with Eric to tell him that matinee numbers for Vince's movie have been "less than stellar" because it is in direct competition with the latest Pixar feature. Kristen also calls to confess to Eric that she might still harbor feelings for him.
Turtle resorts to desperate measures to get a date for their night of bowling, and it does not go unspoiled. After bowling, the large group makes a stop at a night club where, one by one, the boys find themselves alone. The night does not end on a bad note, however, and Ari arrives with some good news.

Vince's fling with a "cruelty-free" vegan named Fiona, and her friendship with a laid-back L.A. "sherpa", brings unexpected karma to the entourage. Eric pushes a promising new script set in Queens.

The boys begin their day at Ari's office. They pair off: Drama prepares to meet his potential new agent and drags Turtle with him while Eric & Vince attend a special meeting. The "meeting" is basically an ego-booster for Vince where a roomful of agents try to entice him with potential projects. Drama discovers that his situation is an entirely different story when he finds his new agent answering his own phone in a cubicle. When he explains that it's going to be hard to find new jobs, an angered Drama storms out with some, ummm, dramatic parting words.
Later, the boys attend Gary Busey's art opening where they bump into aspiring agent Josh Weinstein. They leave the opening with an invitation to a hot beach party and go out with a bang, thanks to Turtle. Emily lets Ari know that he should be a little nervous about the whole situation.
At the beach party, a dejected Drama meets another old actor friend who is a waiter for a catering company. Turtle confronts Gary Busey with some interesting results. When Eric lets Ari know about their disapproval, Ari leaves his kid's birthday party to have an honest conversation with the pair. After things are settled, Ari lets Drama in on some somewhat surprising news.

Eric is concerned over the choice of director, an indie loose cannon named Billy Walsh, for Vince's new film. Meanwhile, Drama lobbies for a supporting role, while Ari finds he can't mix business with pleasure.

As production on "Queens Boulevard" is about to begin, the boys are preparing to go to New York City for the next three months. Vince puts Turtle in charge of their "bon voyage" party, which proves to be a pain-in-the-neck for Eric later on. Meanwhile, Drama has been noticeably more recognizable around L.A. these days, and his agent tells him that the producers of "CSI: Minneapolis" want him to audition for a co-starring role- the trouble is, the pilot's production will conflict with his small part in "Queens Boulevard".
Eric has an epiphany while waiting outside for Vince to finish with one of his lady friends: he wants a title commensurate with his responsibilities. After seeking advice and support from Ari, he gets to work on pitching himself to Vince. When their dinner meeting ends on a sour note, it looks like Vince's entourage will be minus one. En route to the airport, Drama points out to Vince that he will never find a person better suited to be his manager. A few last minute surprises occur on both ends out on the tarmac.