With Medellin being slammed by critics, Vince hides out in a Mexican paradise with Turtle. Drama turns prima donna during a Five Towns photo shoot and kindles his 'virtual' romance with Jacqueline, his Cannes girlfriend.
An encounter with a old flame leaves Vince even more insecure when she pawns him off at a party, and when Ari gives him the cold, hard truth, Vince decides to step it up. Meanwhile, Drama's relationship with Jacqueline takes a turn.
To avoid bankruptcy, Vince agrees to make an appearance at a not-so-sweet-sixteen bash. Elsewhere, Ari and Adam Davies' feud restarts with an impromptu street race but Davies takes it too far.
Ari shows interest in Eric's indie script, imagining it as a big studio production with Vince as the lead, but the novice writers, believing they now have a bidding war on their hands, up their price.
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 with psilocybin mushrooms and their friend Eric Roberts.
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.
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.
Turtle scores a first class seat next to a leading actress and later makes a mile-high claim that the guys don't buy. Ari learns another Vince-hater will get the studio head job at Warner Bros if he doesn't take it.
On the set of "Smoke Jumpers" Vince winds up getting his lines stolen by co-star Jason Patric, and not only does the director allow it, but Vince is too intimidated by Jason to do anything about it.
Charlie gets his pilot script picked up but when the studio wants to cast Seth Green, Eric must cast aside his personal feelings. At the same time, Vince is upset the director of "Smoke Jumpers" continues to drag his character down.
Despite Vince's best efforts to film a pivotal scene for "Smoke Jumpers", Verner, who never wanted Vince in the first place, fires him from the movie, forcing Ari and Dana to try to bring the stubborn director in line.
The guys return to NYC where Eric tries to get Gus Van Sant to cast Vince in a role. Meanwhile, Vince reconnects with his high-school sweetheart, Drama invests in a local bar, and Turtle tries to keep Jamie-Lynn Sigler a secret.
With his latest film about to hit screens across the country, actor Vince Chase is living the player''s life in L.A.; but to keep the lifestyle going, Vince has to keep making movies, and his superagent Ari thinks he''s found just the project.
"Head On" opens, but Variety tags Vince's performance in the film as lacklustre. To help fight off the cloud of the review, the boys head over to a Rolls Royce dealership, where Vince picks up a $320K Phantom, and then picks up some girls on the drive home.
Vince runs into Jimmy Kimmel, who immediately does his best to get Vince to commit to appearing on his show. Drama reveals he & Kimmel have a past history: that he disappeared & ignored him when Drama's career cooled off. Regardless, Vince decides to appear on the show.
The big day has arrived, and "Head On" is opening wide across the country, but Vince doesn't seem to be too concerned about going to see the film. Instead, he makes plans to spend the big night hanging out with his boys.
Vince is dating a new girl, Fiona, an outspoken vegan, and the rest of the crew are not happy about the new relationship. The boys see her as a potential Yoko Ono, ready to ruin Vince's career… along with the sweet setup that they've established.
Vince is still dedicated to doing "Queens Boulevard" but Ari has yet to make that deal happen. Instead, the agent is pitching Vince on a myriad of other projects. Complicating matters is rival agent Josh Weinstein, who interjects himself into Vince's life.
Pre-production on "Queens Boulevard" is moving along nicely and famed indie director Billy Walsh is tapped to helm the project. Vince takes an immediate liking to Walsh but Eric has concerns, especially when he discovers Walsh has added one particular certain scene.
Tired of being known as "Vince's guy", Eric wants a title commensurate with his duties. With his latest shoot taking him to New York, Vince prepares to say goodbye to L.A. Drama considers his next role while Turtle stakes out a claim as Vince's farewell party promoter.
A behind-the-scenes documentary is shot in Bogota about the making of Medellín. During the filming, Eric and Billy clash over keeping filming on schedule but Billy's growing crush on Vince's co-star disrupts the schedule even more.
Now that Vince is back in America, Drama plans a welcome home party at his new place, but the party is anything but fun when Drama's obsession with tidiness gets in the way.
Billy submits “Medellin” to the Cannes Film Festival, Vince gets in over his head in Malibu and Drama rekindles an old romance.
Eric has to let down a Hollywood heavyweight, Drama fetes the mayor of Beverly Hills and Ari mishandles a top-secret script.
Eric feels Billy's wrath when the “Medellin” trailer turns up on the Internet, Ari and Lloyd scheme to secure Vince's next film and Drama goes to extremes to make a fashion statement.
Billy and Eric reconcile after their latest flap but their mutual distrust still simmers, Lloyd's love life interferes with his work and Turtle's cousin proposes a risky business venture.
Eric and Turtle's love lives become a source of amusement for Vince and Drama and Ari adjusts to having his son in public school.
Vince has his eye on a piece of antique furniture for Eric's new workspace and Ari is introduced to an R&B singing sensation.
Eric gets into a minor car accident with Anna Faris and thinks that they shared "a little moment" in the process. Turtle heads to the grocery store and picks up some provisions for a spur-of-the-moment party, but gets sidetracked in the process.
Ari is forced to work overtime when Billy delivers his script for Vince's next film and Eric has his hands full with a new client and her boyfriend.
The guys' trip to Cannes for the "Medellin" premiere is hampered by a security threat at the airport. Ari deals with his wife's and Lloyd's desires to go to France and Billy does his best to accommodate Eric's new client.
In the fourth-season finale, attempts to sell "Medellin" at Cannes are complicated by the fact that no one has seen the finished product. Meanwhile, the popularity of "Viking Quest" gives Drama a confidence boost.
Now that his latest film, Queens Boulevard is completed, Vince, Eric, Turtle and Drama all return to L.A. to pick up where they left off. Meanwhile, Ari has a new project for Vince, who is less than thrilled with what it is: director James Cameron's new film Aquaman.
Ari continues trying to lure Vince into doing the Aquaman project, but Vince would rather spend the time at Jaime Pressly's beach house. Meanwhile, Drama is concerned over his body (especially his legs) and wonders if he will ever get better roles.
After the guys get kicked out of their mansion, Vince falls in love with one of Marlon Brando's old homes, but realises it might be out of his league. Soon the crew is invited to the Playboy Mansion, all but Drama, who has been banned by Hugh Hefner himself.
Eric worries as to why the Aquaman deal is not yet in writing. Ari is trying his best to close the deal, then discovers Vince is no longer the front runner for the project. Drama is still concerned about his calves and is considering a $10,000 surgery to augment them.
Vince receives his first Variety cover because he has landed Aquaman, but the deal is not even set because Ari can't get a meeting set up with James Cameron. Turtle finds himself in a romantic slump and Vince finds out that what living in a pricey neighbourhood entails.
Ari gets Vince a job in a commercial so he can pay the bills and Vince gets something else out of the job ... the stunt coordinator. Turtle tries to make money by entering an XBox tournament, and Eric frets when he can't get a copy of Queens Boulevard for James Cameron.
The crew arrives at Sundance to attend a screening of Queens Boulevard, and to try and convince James Cameron that Vince is perfect for the lead in "Aquaman". Meanwhile, Turtle and Drama end up romancing the same woman, and Eric meets a big movie producer.
Vince is officially set to play "Aquaman" and now the search is on for his perfect "Aquagirl", and it turns out that one of Vince's ex flames, Mandy Moore, is up for the role. Meanwhile, Drama has a very difficult audition and an even more difficult time getting there.
While attending Comic-Con, Vince decides he was too harsh about Mandy being in the running for "Aquagirl". However, things change when she wants him to become friends with her new fiancé. Meanwhile, the crew go to a U2 concert for Drama's birthday.
Vince tells Mandy that he still cares for her, which makes her uncomfortable because she is engaged to another man. Meanwhile, the crew shops for Ari's daughter's Bat Mitzvah, and they end up meeting the daughter of Ari's boss... who soon interests both Eric and Vince.
Vince and his "Aquagirl" are touted as an item in Page Six, much to Shauna's surprise. Meanwhile, Drama gets too over-excited about working with his latest co-star, Brooke Shields, and Eric's relationship with Sloan begins to affect his professional life.
Vince's relationship with Mandy intensifies and Eric is forced to deal with both of their agents, who are not happy about the situation. Meanwhile, Turtle decides to promote a new track for the Queens Boulevard soundtrack after the crew discovers a new artist.
After seeing Mandy with her ex, the crew begins to worry about Vince because of how much he has fallen for her, so Drama and Turtle decide to tail Mandy and get photographic proof of her indiscretion. Meanwhile, Ari finally hits a breaking point with Terrance.
After Vince's mood deteriorates, he begins alienating himself from the crew and considers dropping out of Aquaman. Meanwhile, Eric ends up getting offered an agent job by Terrance, now that he has fired Ari, who is desperately trying to get "back in the game".
When Vince's plan to bring a premiere-worthy date to the Aquaman premiere fails, Eric bails him out with Plan B. Turtle and Drama's efforts to get two extra tickets for a couple of "Video Ho's" incites the ire of Vince's co-star. Ari, meanwhile, adjusts to his new digs.
Vince's steamy post-premiere plans for Aquaman leave Drama hot and bothered. A series of blackouts threatens to undermine Aquaman's chances of eclipsing Spider-Man's opening-weekend numbers. Stuck in the Valley, the guys help two geeks get into to a high-school party.
Vince welcomes a long-lost friend from back home as the next addition to the entourage, sending panic through the ranks. Elsewhere, Ari sabotages his daughter's friendship with a young TV star.
With Aquaman a megahit, Vince's dream project, Medellin, is now within reach - but to get an offer, he must first charm the film’s multi-millionaire producer. The entourage’s opinion of Dom, their newest member, begins to change when he helps land Vince the role.
Vince, Eric and Ari must figure out how to keep the sequel to Aquaman afloat without upsetting Medellin's intense, Oscar-winning director. When Saigon's song finally blows up on the radio, Turtle requests a sit-down with Ari to discuss his client's options.
Vince ups his price for Aquaman 2, forcing Ari to ask the studio head for a favour, but Vince won’t accept the studio’s offer until Ari gets Drama a job. Meanwhile, Eric’s girlfriend and her best friend make him an offer he can’t refuse, even if there are ground rules.
Eric finds himself falling for the wrong girl after his threesome. Ari and Terrance reach an agency settlement, and Vince agrees to be auctioned off at Sloan’s charity function.
Things are looking up when the guys get news that Queens Boulevard is getting a wide release. Ari must make a deal with an old adversary to survive threats from the "Five Families", and Drama is tense about an audition, taking his aggression out on anyone and everyone.
The guys head to Vegas for a much-needed break, and a $100K appearance for Vince. The appearance turns out to be more than they thought it would be, with Turtle reaping the benefits. Vince and Ari partner at the tables, but Ari freaks out when Vince's luck wavers.
It's the day of Turtle's record-deal signing, but Saigon is MIA, sending Drama and Turtle on a hunt to track him down. Ari plays matchmaker by dumping old-school producer Bob Ryan on Eric, but later, in Ryan's mansion, Eric finds what may be the next project for Vince.
Eric, Ari and Bob Ryan pitch The Ramones project to the studios, but Ari and Bob clash when both vie for the driver's seat. Turtle covets some limited-edition sneakers and Vince helps him to get a pair, and, it's finally the first day of shooting on Drama's new pilot.
Vince and the guys evaluate new opportunities with the help of Drama's point system. Ari scrambles to save The Ramones project, and himself, from getting the axe.
It's Vince's birthday, and with it comes the promise of a new year and a new (hot) agent. Eric and Vince agree to have a friendly lunch with Ari. Turtle takes the reins planning Vince's birthday blowout, but rising costs force him to seek alternative funds.
Vince and Eric procrastinate over the Edith Wharton movie, rankling Amanda. Eric plans a romantic weekend with Sloan, but can't seem to tell Vince that they want to go solo. Turtle and Drama find a pair of dream dates at the hottest singles spot in L.A. – the dog park.
After railing on Eric and Vince for giving her the run-around, Amanda makes Vince an offer he can't refuse. Babs orders Ari to fire an inept employee, but he must first overcome an unwanted side effect he's been experiencing since his breakup with Vince: compassion.
Drama finds out he's to be the target on Pauly Shore's new Punk'd-like reality show. Eric attempts to smooth out tensions between Vince and Amanda, but they've already been relieved. Ari finds himself jealous of his frat brother's newfound riches, as well as his fiance.
A casting change puts Medellin back on the table for Vince. Ari and Nick Rubenstein must broker the deal between Amanda and the studio by day's end, but because it's Yom Kippur they can't use the most important tools of their trade (cell phones) until after sundown.
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. Turtle meets a girl in the auto-body shop but her overbearing father hampers his game.
Drama has an offer from Brett Ratner for Rush Hour 3. Ari finds a backer for Medellin, but the source of his wealth, and his wife's intentions toward Vince, are shady. Turtle has a date with Kelly - under the watchful eye of her father.
Vince and the guys say goodbye to the mansion. Eric gets flack from the boys for staying with Sloan, while Drama gets fixated on a condo that is way out of his price range. The guys approach Billy Walsh to direct Medellin, but will they be able to settle on a budget?
Having spent ninety days in rehab, Vince is ready to get back to work. Scott and a now-single Eric try to sign clients to their management firm. Ari wants to get back with his wife, only to learn she has moved on.
Vince's film is reimagined as a TV movie. Andrew Dice Clay needs representation and leaves Drama reeling after getting an idea. A miscommunication between Eric and Sloan turns into an encounter Eric will not forget.
Vince gives an old nemesis a second chance when he claims to be interested in his movie. Andrew Dice Clay takes a stand on his contract, despite Drama's disapproval. Turtle and his boss discuss his future with Avion.
Vince faces a drug test after being caught in a compromising position, while Shauna does damage-control. Following a bitter session of couples therapy, Ari escorts an old flame to Bobby Flay's restaurant to spite his wife.
Vince falls for a woman he can't have at the expense of his career. Drama grows a set in order to save his series, which could be big. Eric takes on a new client but his past comes back to toy with him again.
Vince is upset his interview with Vanity Fair portrayed him as an insensitive womaniser. Ari finds out his wife has the rights to half of his assets, and Eric tells the guys that Johnny Galecki is sleeping with Sloan.
Everyone loves the movie script Vince wrote but Drama is the deal breaker. Turtle just can't get a break with his new restaurant. Eric and Melinda crash Sloan's date, and Vince woos Sophie.
Vince takes a surprising step after a first date with Sophia. The guys urge Sloan to work things out with Eric and a therapy session yields mixed results for Ari and Mrs. Ari.
Vince finds out that he will have to perform a dangerous stunt in his upcoming movie, and Drama has eight weeks to secure a series before his deal expires.
Vince's devil-may-care attitude after his successful car stunt causes problems for Ari who's negotiating with the NFL. Eric is dragged into Drama's search for a TV series whilst Turtle has problems with an ex-employee.
Eric and Phil Yagota try to convince Drama to work on a sitcom whilst Turtle gains an unlikely partner in a new business venture. Elsewhere, Ari and Barbara Miller clash over giving Lizzie a promotion.
Drama asks advice from Bob Saget after a disastrous meeting with John Stamos, and Turtle is sceptical when Alex proposes a new business deal. All the while, Eric and Scott try to keep their new business moving forward.
Ari tries to make deals with several high-profile celebrities to protect himself against Lizzie's plans. Vince meets porn star Sasha Grey and introduces her to Stan Lee. Drama has to compete for work against Bob Saget.
Ari clashes with an old foe over the Lizzie Grant situation. Vince's erratic behaviour intensifies and a familiar face returns to make a peace offering to E and Drama.
Vince's behaviour worries his new director. Billy Walsh's newest pitch for a show rankles Drama but intrigues Eric. Elsewhere, Ari must negotiate with Lizzie Grant to retrieve incriminating evidence.
Sasha gets a big offer to star in another porn film while Ari goes all out to repair his damaged image. Turtle has problems with the tequila line and Drama isn't enthusiastic about a show the network wants for him.
Vince tries to get Sasha a role in his new movie to keep her from starring in an adult film. Turtle goes behind his boss' back to meet with Mark Cuban. Ari, meanwhile, confronts Amanda Daniels.
Eric gets an offer and a request, either of which could have a major impact on his future. Eric, Ari and Turtle join Drama, Scott and Billy in staging an intervention for Vince and Sasha.
Vince prepares for his driving test and a guest spot on Jay Leno. Eric considers moving into a house that a friend of Sloan's is subletting and Lloyd begs Ari for a promotion.
The boys get dates for the Gatsby premiere and E asks Sloan to go with him as a friend. Meanwhile, Lloyd goes on a crash diet.
On his 30th birthday, Turtle becomes concerned of the fact that everyone perceives him as a loser. Elsewhere, E goes to Ari for advice on how to help his client out.
Ari sends Lloyd to spy on Andrew Klein, and Drama auditions actresses for a romantic scene on his show. Meanwhile, Vince searches for ways to keep himself occupied between projects.
Vince and Drama up the stakes at a charity golf tournament with teammates Mark Wahlberg and Tom Brady.
Eric considers the job offer and Ari finally gets Mrs. Gold to forgive him. Drama, meanwhile, tries to protect Jamie-Lynn.
Vince and Turtle take drastic measures following a break-in. Eric starts a new job and immediately clashes with a colleague over a client.
Andrew's erratic behaviour may hinder a major acquisition. Eric gets a call from Ashley after setting up a major meeting with Sloan whilst Vince decides not to mess around with security issues.
As Drama follows up on a tip about Vince's stalker, Turtle gets some news about the break-in. Ari steals heartthrob Zac Efron from Adam Davies. Davies offers Lloyd a job as an agent and Ashley grows suspicious of Eric.
Drama has to decide whether to go with Ari or Lloyd as his agent. Ashley has trust issues with Eric whilst Jamie Lynn gets a job offer that may strain her relationship with Turtle.
Terrance, Ari's former mentor and current rival, stops by, and Ari wonders why. Drama auditions for "Melrose 2009". Turtle says farewell to Jamie-Lynn and after talking to Drama, Eric decides to go get medical help.
An unwilling Vince takes up the challenge on a charity call. Ari tries to convince his wife that his deal with Terrance will be lucrative. Drama ponders a switch in careers, and Eric makes plans to meet Sloan.