Eighth season
Vince is sober after spending three months in rehab and returns home ready to work. He pitches a film idea to his friends about miners, but is not well received among his "entourage". Eric and Sloan have broken up, mainly because Eric refused to sign a prenuptial agreement and took over Murray Berenson's agency with Scott's help while both Eric and Scott later work together, creating the "Murphy Lavin Group". Johnny's new show, Johnny's Bananas, is a potential hit in the making. Still separated, but wanting to get back together, Ari learns his wife is seeing chef Bobby Flay. Hurt, Ari begins seeing Dana Gordon. Turtle burns down part of the house when he accidentally throws out his joint onto the drapes, forcing the group to move into a hotel.
Vince writes a script for the miner movie and receives several tips from Billy Walsh, most notably that the movie would be better served with Drama as the lead, rather than Vince himself. Eric and Sloan have one last "fling" before she tells him that she is moving to New York. Ari makes Lloyd the head of the TV department. Avión owner Carlos reluctantly pushes Turtle to retire, and reveals to him that Alex has left him for someone else. Turtle presents an idea to Vince to start a new company after he sells his stock from Avión. Johnny begins recording Johnny's Bananas and finds out that the show will be getting its first test screening; co-star Andrew Dice Clay signs with Scott Lavin. Dice pushes Johnny and E to ask the network for more money, they turn him down. Staying true to his word, Dice leaves the show before it airs. Johnny is not happy with his replacement.
Vince meets with producer Carl Ertz (Kim Coates) at his house. Ertz offers to produce his TV movie for Johnny, but in return wants Vince to star in the film Taxman. After realizing his mistake and feeling bad, Ertz runs off to the bathroom to get high and subsequently shoots himself in the head. After the shooting, Vince is required to take a drug test by his parole officer as there was cocaine in Ertz's house. Worried he will fail the test, as he smoked a joint earlier in the week, he ends up using a device to pass the drug test against E's approval.
Ari continues his fling with former flame Dana Gordon. After a bad session of couples therapy, Ari takes Dana out to Bobby Flay's restaurant to get back at his wife. Dana learns of Ari's real motives and storms out. Melissa then accuses Ari of cheating on her with Dana while they were still together, which Ari immediately denies.
Vince has an interview with Vanity Fair writer Sophia Lear (Alice Eve). He opens up to Sophia and tells his story only for the article to call him an "insecure womanizer". Ari's personal and professional lives collide when he realizes that he might lose his share in the company after his divorce is finalized. Eric takes a meeting with Melinda Clarke and ends up having sex with her instead. He is unnerved when he realizes afterwards that her true intentions were to get back at her ex.
Drama tries to get Andrew Dice Clay back on his show, and instead ends up going on strike alongside him. However, Phil Yagoda (William Fichtner) and CBS agree to pay them more, ending the strike and green-lighting Johnny's Bananas once again. Vince tries to meet with Sophia to change her perception of him, but is instead rejected. Turtle meets with his new business partners, but they're more interested in the "Hollywood glam" than anything else. Things get worse when he realizes that Avión has gone public and that he sold his share too soon.
Vince and Ari realize that Phil is upset with Drama going on strike, so Vince offers him $100,000 in exchange for him forgiving Drama and producing the miner movie with him. In the meantime, Turtle and Drama each speak with Sophia, and try to steer her towards going out with Vince, which she ultimately does. Turtle is sulking over the Avión deal, until Vince tells him that he never sold his share, and bought Turtle's share for him as well. Vince's original investment of $1.1 million is now worth $15 million and Turtle's $300,000 is worth $4 million. Vince, Drama and Turtle toast to redemption. Meanwhile, Eric gets word that Sloan is out with his client Johnny Galecki, so he and Melinda crash their date. Tensions mount and Eric finds out that Sloan is pregnant with his child and that she still intends to move to New York without him.
In the final episode, Vince tells the gang that he's flying to Paris in a few hours to marry Sophia. Eric quits his job and announces that he's moving to New York to try to be a good father for his child. Turtle and Drama try to convince Sloan to forgive Eric and fly to Paris for the wedding. She's on the fence, until Vince seals the deal by giving her a heartfelt speech about Eric. In the meantime, Ari quits his job for his family and reconciles with his wife. In the end, the entourage meets up at the airport where Sloan forgives Eric and together they fly away to a destination of their choice, compliments of Vince. Meanwhile, Vince, Sophia, Drama, Turtle, Ari and Melissa fly to Paris for Vince's wedding while Scott stays behind in Los Angeles, presumably to continue looking after the day-to-day running of the "Murphy Lavin Group" agency.
In the post-credits scene, Ari and Melissa are busy resting on the Amalfi Coast when John Ellis suddenly calls up Ari. John explains to Ari that he wants to retire, and wants him to take his place as chairman and CEO of Time Warner. The final scene shows Ari contemplating the offer.
