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."
Vince is back in the fast lane, preparing for his driving test and an appearance with Jay Leno to promote the premiere of his new movie “Gatsby,” directed by Martin Scorsese. Meanwhile, with a nudge from Sloan, Eric considers moving into his own house, but worries about the impact on Vince and the gang. Looking for career advancement, Lloyd confronts Ari with an ultimatum, which Ari counters with a proposition of his own.
Eric invites Sloan to Vince’s premiere, but just “as friends.” Ari arranges a friend date between Mrs. Gold and Andrew’s wife, but his new partner’s actions threaten to foil Ari’s plans. Meanwhile, Lloyd goes on a crash diet per Ari’s demand. And Turtle makes his red-carpet debut with Jamie-Lynn on his arm.
With production on his next film delayed, Vince searches for ways to amuse himself. Andrew tells Ari he's ended his affair with Lizzie, but Ari has Lloyd keep an eye on him anyway. Drama auditions actresses to play his new love interest on "Five Towns"; Jamie-Lynn takes Turtle shopping for back-to-school clothes; and a bored E contemplates his next move.
At a charity golf tournament, Vince and Drama up the stakes with teammates Mark Wahlberg and Tom Brady. Eric is surprised by a job opportunity, and even more surprised when he finds out why he was considered in the first place. After refusing to break the "guy code," Ari finds himself in the doghouse with Mrs. Ari and Jeffrey Tambor.
Drama follows up on a tip about Vince's suspected stalker, while Turtle gets some surprising news about the break-in. Ari steals teen heartthrob Zac Efron from Adam Davies, so Davies offers Lloyd a job as an agent, which brings him into conflict with Ari. Ashley grows increasingly suspicious of Eric.
Drama eyes a part on Melrose 2009 and asks Lloyd if he can get him out of his current gig on Five Towns. Still irate over Lloyd's job offer, Ari goes to war against Lloyd to get Drama out of his contract. Citing their trust issues, Ashley asks Eric if she can read his e-mails. Turtle feels guilty about his love triangle, of sorts, with Jamie-Lynn and a UCLA co-ed.
Eric visits the doctor's office after getting some unsavory news from Drama about his latest fling. Ari investigates Terrance after he unexpectedly offers to sell Ari his share of his agency. Meanwhile, Turtle prepares for Jamie-Lynn's departure and Drama's emotions get the best of him during his audition for Melrose 2009.
The director of Vince's latest action film talks his star into doing his own driving stunt, agitating both Eric and Ari. Turtle's attraction to an underperforming employee named Alex threatens to damage his fledgling carservice business. Ari looks to add to his resume as "the biggest agent in the world" by eying an alliance with the NFL. Worried that his holding deal is about to expire, Drama pressures Lloyd, now his agent, to land him a project.
Vince is impressed by porn star Sasha Grey and her literary knowledge, and ends up bringing her along to a meeting with Stan Lee. Suspecting that Lizzie is trying to steal his clients, Ari woos Jessica Simpson, Aaron Sorkin and Mike Tyson, but not before taking out his ire on Mrs. Ari. Turtle pitches Eric about Vince becoming the face of his new venture. Drama is anxious about his new series with John Stamos, especially after learning Bob Saget is eyeing his role.
Facing a possible lawsuit, Ari readies himself to do battle with Lizzie and her new boss, old foe Amanda Daniels. Vince puts his next big-budget movie in jeopardy with his antics, including a risqué online video. Turtle’s romancing of Alex does not go as well as he’d envisioned. A cleaned-up Billy Walsh returns to ask Eric about directing jobs – and comes up with new show idea for Drama, who’s been wallowing in self-pity.
Seeking assurance that Vince’s life is under control, director Randall Wallace calls a meeting, but Vince parties a bit too hard the night before. Ari agrees to help Lizzie find a new job in exchange for some potentially damaging audiotapes. Turtle winds up in damage control after promising an L.A. retailer more product than he can deliver. Billy Walsh’s latest pitch leaves Drama indignant and Eric intrigued.
Eric is informed by Phil Yagoda (William Fichtner) that the network is interested in Drama’s show, though the star is not enthused about its content. In the wake of recent bad press, Ari attempts to fashion a kinder, gentler persona at work and home. When demand for Turtle’s tequila line outpaces production, he sets out to find new sources of funding. Vince tries to convince Sasha to turn down a high-paying offer to do another porn movie.
To keep her out of a porn film, Vince tries to land Sasha a part on his new movie. During a chance run-in with Queen Latifah, Ari finds out that Amanda Daniels may have landed a deal he’d coveted. Eric tries to get Drama on board for Billy Walsh’s series, and Eric’s assistant Jennie (Janet Montgomery) pitches in to help persuade him. Turtle’s efforts to find financial backing from Mark Cuban gets him in hot water with his Mexican boss.
The guys go to extremes to keep Vince away from temptation after he gets out of rehab, but they're also worried about triggering a relapse when he's excited about a lame idea for a movie. Meanwhile, Ari pleads with his wife to end their separation, and Eric and Scott court new clients for their fledgling management company.
After writing a 20-page outline for his movie idea, Vince asks Billy to give it a once over. Ari finds out that Mrs. Gold may be lowering her standards after a tip from Lloyd. Drama's "Johnny's Bananas" costar Andrew Dice Clay needs representation, and leaves Drama reeling after getting an idea. Turtle consistently fails to get Alex on the phone. A miscommunication between Eric and Sloan turns into an encounter that Eric will not forget, yet will want to.
A benevolent Vince defies his friends' advice and gives an old nemesis, producer Carl Ertz, a second chance when he claims to be interested in the miner movie. Meanwhile, Andrew Dice Clay takes a stand on his "Johnny's Bananas" contract despite Drama's disapproval. Lloyd convinces Ari to go on a date, and Turtle has a meeting with his boss about his future with Avion.
Dissatisfied with his new "Johnny's Bananas" costar, Drama hatches a plan to bring Andrew Dice Clay back to the show. Meanwhile, Vince tries to do his own damage control with a Vanity Fair interview, Eric bonds with Sloan's ex-stepmother over their romantic woes, and Ari's recent tryst makes for an awkward business meeting with Dana Gordon.
Movie star Vincent Chase, together with his boys, Eric, Turtle and Johnny, are back…and back in business with super agent-turned-studio head Ari Gold. Some of their ambitions have changed, but the bond between them remains strong as they navigate the capricious and often cutthroat world of Hollywood.