Vincent Chase is a young, hot, up-and-coming actor living in Hollywood. Tonight, he must attend the opening of his latest movie "Head On". At the post-premiere party, Vince's agent, Ari, hassles Eric about getting Vince to read the script for a possible new project. Over breakfast, Vince says he's not going to do "Matterhorn" on Eric's advice. The foursome goes to meet with the director where Vince impresses him so much that Ari calls later to tell him that they've offered $4 million for the part. While Turtle & Drama celebrate, Vince lets him know that Eric is not too enthused about the script. Later, Ari & Eric share a rather confrontational dinner while discussing the future of their star's career.
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 theater setup, planting the idea in their heads that they need an upgrade.
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 matinée numbers for Vince's movie have been "less than stellar" because it is in direct competition with the latest Pixar feature.
The boys are less than pleased that Vince's latest fling, Fiona, has over-stayed the 3-day rule that Vince instated long ago. Eric is re-introduced to an old acquaintance who may have just the script that Vince has been looking for: a story about a guy from Queens. Turtle tries to find a way around a weed drought in L.A.
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 a problem when an audition for a pilot conflicts with his small role in Vince's new movie. Meanwhile, Eric wants a title commensurate with his responsibilities, but when a dinner meeting ends on a sour note, it looks like Vince's entourage will be minus one.
The guys are back from New York and Ari is already pushing a commercial project, Aquaman, at Vince but he isn't buying it. Eric has an official title now, but when he has to make a 'sex date' with Kristen, his status is questioned. Drama's agent is moving up and on without him. Turtle is cranky about his new job and takes multi-tasking to a new chaotic level.
Although the deal still hasn't been inked, Vince lands himself a Variety magazine cover with news of his Aquaman role. Ari and Eric have come up against a wall trying to arrange a meeting between Vince and James Cameron. Matters aren't helped much by the fact that Emily, who both Ari and Eric had a falling out with, is now working for Cameron. Finally James Cameron agrees to screen 'Queens Boulevard' to get a feel for Vince and his work, but another wall comes up when Walsh refuses to pre-screen the film before its film festival run.
The boys are starting to get low on cash and to help pay the bills, Ari lands Vince a gig appearing in a lucrative foreign commercial. Meanwhile, Turtle decides to make his own money by entering an Xbox boxing tournament, but he gets ousted early on by a young gaming prodigy. Eric needs to get a copy of 'Queens Boulevard' to James Cameron so he can see Vince's work, but Walsh refuses to screen it before he shows it at Sundance. Luckily, the A-list director agrees to attend the Sundance screening of the film, offering hope that Vince may still end up with the 'Aquaman' role.
Vince and the gang arrive at Sundance, eager to see the final cut of "Queens Boulevard" as well as to convince James Cameron to cast Vince in Aquaman. A chance encounter between Eric and Harvey Weingard, a studio big wig leads to an offer for Vince that is a safe alternative to "Aquaman," but Vince instead decides to take his chances and go for the superhero franchise. Although Cameron only sees about ten minutes of "Queens Boulevard," he decides to slot Vince in as his leading man.
Vince and the guys attend Comic-Con to promote "Aquaman" but all are surprised when Drama turns out to be a big hit also. Vince decides he can handle working with Mandy, until he makes dinner plans with her and her fiancée. Eric and Shauna try to satisfy a caustic journalist. Drama gets a birthday present from Ari.
When Vince misses an appointment for his physical because he is spending time with Mandy, Eric and Ari start to worry Vince's love life is interfering with business, and Mandy's talent managers have similar concerns. Turtle and Drama do some detective work after they recover Eric's stolen Maserati, which leads them to a musical discovery that turns Turtle into an agent. Turtle strikes a deal with Billy Walsh for the Queens Boulevard score and is convinced his new client is headed for superstardom.
Vince increases his asking price for Aquaman 2, which forces Ari to ask the studio head for yet another favor. But Vince insists that Ari finds Drama a job before he'll accept any offer from the studio. Meanwhile, Eric's girlfriend and her best friend make him an offer he can't refuse, even if there are ground rules.
The gang heads to Vegas for a much-needed break and a $100,000 promotional appearance for Vince. But it turns out that Turtle reaps the benefits from the appearance. Eric gets jealous when Seth Green makes insinuating comments about Sloan. Vince and Ari partner at the tables, but Ari loses it when Vince's luck ends. Drama lays it on thick with his masseur, leading to an awkward misunderstanding between them.
With the apparent loss of the Ramones project and with Ari to blame, Vince and the guys begin to look for other agents to represent him. Ari, hearing of Vince's shopping, fights with all his might to get back the movie. While looking at other agents, Vince realizes they are just too corporate for him and the "scumbag" Ari is the best in the business. However, since Ari cannot get the movie back, he tries to win Vince back with a corporate-style presentation himself. This backfires because the boys find Ari to be just like everyone else now and fire Ari as they walk out of his office.
Amanda needs an answer on the period film, but Vince won't commit to any other project until the cameras are actually rolling on 'Medellin.' Amanda persists, so Vince has the crew read the script to get everybody's opinion. Unfortunately, the script is so dry that nobody can get through it, leading Vince to realize that the project isn't right for him after all.
"Medellin" is back on the table for Vince, but Ari and producer Nick Rubenstein must make the deal happen on the holy day, Yom Kippur. They have until sundown, and must finish the deal with use of a cell phone. Eric wonders how the relationship between Vince and Amanda is affecting the deal. Drama grows attached to a race horse.
Eric and Vince are determined to get "Medellin" off the ground, but the rights to the script stand in their way. Feeling tense the day of the "Five Towns" premiere, Drama seeks relief at a massage parlor, but can't avoid Daily Variety. At the auto-body shop, Turtle meets a girl who shares his love for limited-edition sneakers, but her overbearing father hampers his game.
Eric gets into a fender-bender with Anna Faris, leading to what he believes to be "a little moment," but in the end, his career is about to change. Ari's wife acts on a soap opera, leading him to try and dissuade her from doing so. Turtle gets prepped for a party by picking up some provisions, and girls, only to encounter the law on the way home.
After arriving at the Cannes Film Festival, the guys attempt to sell Medellin for a good price, before the movie is even screened. In the end, the film is bought from an unlikely source, at a much lower price than anyone wanted. In the meantime, Drama enjoys his celebrity status, since Viking Quest is very popular in France.
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 him to come back to LA. Drama turns prima donna during a Five Towns photo shoot, and begins a "virtual" romance with Jacqueline, his Cannes girlfriend.
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 help from Ari. Drama maintains constant contact with Jacqueline.
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 devastated by his breakup, Drama befriends a bottle of Johnny Walker Blue.
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 depression, Drama gets pumped for his guest appearance on "The View."