Vince takes a surprising step after a first date with Sophia. A therapy session yields mixed results for Ari and Mrs. Ari, and Vince, Drama and Turtle urge Sloan to work things out with Eric.

Despite a not-so-triumphant return, the guys party it up in NYC. After getting a tip from Vince's mom, E stalks Gus Van Sant to convince him to cast Vince in a role. Meanwhile, Vince reconnects with his high school sweetheart and Drama considers an investment opportunity.

Turtle turns to his investors for more money when his new business partners eye an expensive property. Meanwhile, Eric and Melinda crash Sloan's date, the miner movie gets personal for Ari, and Vince woos Sophia.

When Matt Damon and LeBron James send out a charity call, an unwilling Vince takes up the challenge. Ari tries to convince his wife that his deal with Terrance will be lucrative. Drama ponders a switch in careers. Eric makes plans to meet Sloan.

Ari and Eric are worried because rolling blackouts have hit Los Angeles and it may cause a decrease in the box-office totals for "Aquaman" in the area. The two ponder how to keep Vince from finding out the situation.

Vince gets a taste of the fashion world when he agrees to do a Dolce & Gabbana photo shoot with a gorgeous supermodel. Ari pays his respects at a funeral while he tries to work a deal for Vince.

Vince is blinded by love, and Eric gets cozy with Sloan. Meanwhile, Ari gets shot down in the war room, and Drama and Turtle use their paparazzi skills on an important spy mission.

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.

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 boost.

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.

Drama finds out that he will be the target on Pauly Shore's new Punk'd like reality show. Eric tries to relieve the tension between Vince and Amanda and Ari is jealous of a former fraternity brother.

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. Meanwhile, Lloyd assists Ari in his time of need.

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.

Vince's despondent mood forces Eric to consider fending for himself. Meanwhile, Ari has meetings at a coffee shop and Drama and Turtle make a vow of silence.

Shauna goes into damage-control mode when Vince must pass a drug test after being caught in a compromising position. Ari escorts an old flame to Bobby Flay's restaurant to get back at his wife following a rancorous session of couples therapy.

Within moments of arriving at Sundance, Eric lands a lunch with studio bigwig – and gets an offer for Vince that might be too good to refuse. Ari advises him to play it safe, and Vince wants to roll the dice. Turtle and Drama don't want to share.

During shooting of a pivotal scene for "Smokejumpers," Vince gets contradictory direction from Verner, and Ari and Dana Gordon try to put out the flames. After receiving an unexpected call, Turtle has a clandestine meeting.

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.

Vince, Eric, Drama, and Turtle are forced to move out of the mansion. Eric moves in with Sloan and Drama wants to get an expensive condo. With "Medellin" getting into the early stages of pre-production, a surprise cast member is asked to direct.

Ari tries to keep his wife's surprise party on track, the guys attempt to stage an intervention for Vince, and Turtle scrambles to find investors to save the tequila business.

After scoring a first class seat next to Jamie-Lynn Sigler, Turtle makes a mile-high claim the guys just don't buy. While Ari is distracted, Josh Weinstein courts Vince.

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.

A behind-the-scenes documentary about the filming of Medellín in Bogota, Colombia. Billy and Eric clash on the set about keeping the film on track. Billy becomes attracted to an actress which ends up disrupting the production. Drama tries to get Billy to give him a part in the film.

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.

Eric, Ari, and Bob pitch the Ramones film project to the studios which causes a power struggle between Ari and Bob. Turtle wants a pair of limited edition shoes which Vince tries to buy for him. Drama begins filming his pilot.

Drama and Turtle go looking for Saigon on the day the record-deal's supposed to be signed. Eric comes up with a project for Vince.

Ari gets unsettling news from his lawyer about his divorce. Eric is floored by a gift from Melinda Clarke, but unnerved by a revelation from Johnny Galecki. Vince deals with the fallout from his interview and Turtle meets his new business partners.

Vince makes a splash at a convention with his new co-star. When neither Eric nor Shauna can appease a bitter journalist, Turtle sends a pair of professionals to the rescue. Ari gives Drama a rockin' birthday gift.

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."

Basking in the adulation from his latest movie premiere, Hollywood 'it' actor Vince Chase joins childhood pals Eric, Drama and Turtle to debate the pros and cons of attending their tenth high-school reunion back east. Meanwhile, Eric – Vince's de facto manager – incurs the wrath of Vince's agent Ari by advising Vince to pass on a script he hasn't even read. On the domestic-security front, Turtle agrees to test the mettle of the entourage's new guard dog, a Rottweiler named Ahnold.

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.

Ignoring the cautionary portents of a negative review, 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. Meanwhile, Drama skips a "Vagina Monologues" rehearsal (go figure) to join Vince and the entourage at a wild party hosted by a sexy actress.

Dom, who has now become a part of Vince's posse, ends up telling Vince a story that helps him get his dream role in the film, Medellin.

The gang have no idea what to think when Vince decides to hang out with his old friend who happens to be an ex-con and wants them all to be friends. Meanwhile, Ari's daughter ends up becoming friends with an up and coming movie star.

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; Drama fears the disruptive power of his friends' new relationships; and Turtle barters boots for booty.

Ari's former assistant Josh, now a competing agent, woos Vince and the boys at a wild Malibu beach party. Drama ponders an alternate career in the food-service industry; Eric puts Emily in a compromising position; and Turtle irritates an actor at an art opening.

Vince decides to celebrate the opening night of his latest movie, 'Head On,' with a group date – to Eric's chagrin. Drama's pumped-up gal pal Tanya struts her stuff at a bowling alley; Turtle taps into Vince's fan mail for some action; and Vince turns on the charm with unsullied pop vixen Justine Chaplin.

The boys are back in town...and Ari, eager for a commercial project, pushes 'Aquaman' – but Vince isn't buying; Eric has an official title now, but his status is questioned when he has to make a 'sex date' with Kristen; Drama's agent may be moving up, but his head shots are stuck in the past; and Turtle, cranky about his new job, takes multi-tasking to a chaotic level.

One of the names on the short list to play 'Aquagirl' exposes a secret from Vince's past that makes Eric feel slighted. Ari gets bumped from an important list. Drama and Turtle try to enjoy their temporary new house.

Ari must face a public relations crisis over Vince's movie while meeting with top NFL executives; Eric agrees to help Drama find the perfect script; Turtle accuses Alex of maxing out his corporate credit card.

After meeting a talk-show host at a boxing after-party in L.A., Vince agrees to appear on his show – despite a long-standing rift between the host and Drama. Eric and Kristen share a long goodbye; Ari puts the full-court press on a famous comic; and Luke Wilson tells Turtle how to score a free home-theater system for Vince.

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.

Eric and Phil try to convince Drama that he has talent on the sitcom front; Ari resists Barbara's urgings to have Lizzie promoted; Turtle is intrigued by a business proposal from Alex; Scott Lavin continues to ingratiate himself with Vince.

Eric considers the management-company offer while trying to patch things up with Ashley after a Freudian slip. Ari finally gets Mrs. Gold to forgive him at home, but an appearance by Marlo Klein tests his resolve at work. Drama tries to protect Jamie-Lynn from a disreputable network executive.

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.

With the gang arriving back in America, Drama plans a party for Vince at his new condo. Ari learns that his son might not be accepted to an exclusive private school. Billy's insecurities may prevent Vince and Eric from seeing the first cut of Medellín.

Ari wagers on a role for Vince in a game of golf with Alan Gray. After causing a televised car chase, Dom asks Vince to bail him out, but only Eric can afford it. Desperate for a job, Turtle agrees to be Drama's personal assistant.

Vince discovers why his gorgeous neighbor Staci has been so friendly. Eric regrets the past when he has to get through yet another gate kept by Emily. Ari tries to blackmail Dana into getting a meeting with an important director. When Drama and Turtle curb their spending, Vince grows suspicious.

Billy makes amends with Eric over the online leak of Medellin. Lloyd takes a leave of absence from the Miller Gold Agency for personal problems. In the meantime Turtle makes an investment.

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.

Vince receives courting lessons from Terrance and a valuable gift from Ari, Shauna flips over a press leak, and Eric gets attention – and ammo – from Terrance's daughter Sloan. Meanwhile, Drama grows overexcited about a co-star, and Turtle plays ambassador for Vince.

Sick of being known as 'Vince's guy,' Eric wants a title commensurate with his responsibilities. With his latest shoot taking him to New York for three months, Vince prepares to say goodbye to L.A. – as well as his many 'special' girlfriends. Meanwhile, Drama debates taking either a high-paying TV role or a low-paying film gig, and Turtle stakes out a claim as Vince's 'farewell party' promoter.

Turtle contemplates his future career path, and seeks out Ari for advice. Meanwhile, Eric gets nervous about Charlie’s pilot after getting some unsolicited feedback from his new fling.

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.

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.

Billy submits Medellin to the Cannes film festival, leading Eric - who thinks the film needs work - to worry that it will get rejected. Drama rekindles an old flame, and brings Turtle in as his wingman. Vince gets in over his head in Malibu.

Turtle has a hard time trusting Alex; Drama gets off on the wrong foot with potential co-star John Stamos; Ari learns that Lizzie may be siphoning off some of his clients; Eric and Scott settle their differences.

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.