50 free Entourage trivia questions with answers — entertainment quiz, new questions added Aug 2026.
Entourage started because Mark Wahlberg's assistant thought his friends were funny, and ran eight seasons on HBO as a satire of Hollywood that Hollywood lined up to cameo in. Jeremy Piven won three straight Emmys shouting at people, and Ari Gold became more famous than the agent he was based on. These 50 questions cover the whole run and the 2015 film: the borough the boys come from, Turtle's real name, the pizzeria E managed, Head On and Queens Boulevard, James Cameron's Aquaman, the Medellin disaster, Viking Quest and Five Towns, Johnny's Bananas, Saigon and Avión, Mrs. Ari's first name, who fires Ari and who buys him out, Sasha Grey, Eminem, Bobby Flay, Hyde and the Golden Globe. Easy questions ask who plays Vince; hard ones ask which Swedish actor fired him. Every answer is cited to a page we checked, with a short explanation so you learn something even when you miss. Play it solo or print it for a rewatch night.
30 of 50 questions with answers and explanations. Play the quiz
Q 01On which network did Entourage premiere in July 2004?
HBO
It ran eight seasons and ended on September 11, 2011.
Q 02How many seasons of Entourage aired on HBO?
Eight
The finale aired on September 11, 2011; the film sequel followed in 2015.
Q 03Who created and largely wrote Entourage?
Doug Ellin
He also wrote and directed the 2015 film.
Q 04Entourage's premise is loosely based on the early Hollywood years of which executive producer?
Mark Wahlberg
His assistant reportedly asked if he could film Wahlberg and his friends, calling them 'hilarious'.
Q 05What is the name of the young movie star at the centre of Entourage?
Vincent Chase
Adrian Grenier plays him; his first breakout film is Head On.
Q 06Which New York City borough are Vince and his friends from?
Queens
Only actors with ties to New York were cast, to strengthen the bond.
Q 07Who plays the movie star at the centre of the show?
Adrian Grenier
The other three play E, Turtle and Drama.
Q 08Who plays Vince's manager and best friend Eric 'E' Murphy?
Kevin Connolly
He was Golden Globe nominated in 2009 alongside Jeremy Piven.
Q 09Who plays Vince's older half-brother, Johnny 'Drama' Chase?
Kevin Dillon
He is the real-life younger brother of Matt Dillon.
Q 10Who plays Turtle?
Jerry Ferrara
The character was based on Wahlberg's former gofer Donnie 'Donkey' Carroll.
Q 11What is Turtle's real first name?
Salvatore
He reveals it as 'Sal' to Jamie-Lynn Sigler in season five.
Q 12Which agent does Jeremy Piven play?
Ari Gold
Piven won three straight Emmys for the role from 2006 to 2008.
Q 13Ari Gold is based on which real Hollywood super-agent?
Ari Emanuel
Emanuel, Wahlberg's real agent, co-founded Endeavor; his brother Rahm became mayor of Chicago.
Q 14How many consecutive Emmys did Jeremy Piven win for Outstanding Supporting Actor in a Comedy?
Q 21Which indie director, played by Rhys Coiro, clashes with E on Vince's second film?
Billy Walsh
He returns years later as an ordained minister who creates Johnny's Bananas.
Q 22Which superhero does Vince play in season two, directed by James Cameron?
Aquaman
The fictional film's opening weekend becomes the biggest in movie history.
Q 23Which singer plays Vince's ex and his superhero-film co-star in season two?
Mandy Moore
She was engaged at the time, and eventually went back to her fiancé.
Medellin, Vince's passion project, is a biopic of which figure?
Three
He won in 2006, 2007 and 2008, and added a Golden Globe in 2008.
Q 15Who plays Ari's long-suffering assistant Lloyd?
Rex Lee
Lloyd eventually makes agent and, by the end, heads the TV department.
Q 16Ari's wife is known for most of the series only as what?
Mrs. Ari
Bobby Flay finally calls her Melissa in season eight.
Q 17Which actress plays E's on-and-off girlfriend Sloan?
Emmanuelle Chriqui
Sloan is the daughter of Ari's old boss Terrance McQuewick.
Q 18Who plays Terrance McQuewick, the agency boss who fires Ari?
Malcolm McDowell
Ari later buys out his agency in season six.
Q 19Which publicist does Debi Mazar play?
Shauna
Her appearances dropped in season three because of her pregnancy.
Q 20What was the title of Vince's first hit film, shown in season one?
Head On
He had previously filmed a Mentos commercial and a scene with Mandy Moore in A Walk to Remember.
Pablo Escobar
The finished film goes straight to DVD and tops worst-of-the-year lists.
Q 25Which studio fires Vince when Medellin clashes with the superhero sequel?
Warner Bros.
Studio head Alan Gray later drops dead arguing with Ari after a round of golf.
Q 26Which punk band's biopic does E discover in washed-up producer Bob Ryan's home?
The Ramones
Martin Landau played Ryan; Vince would have been Joey Ramone.
Q 27Who plays Amanda Daniels, the agent who briefly represents and dates Vince?
Carla Gugino
Ari later blocks her from running Warner Bros. by getting Dana Gordon the job.
Q 28What is the name of the cult series that made Drama a C-list star as Tarvold?
Viking Quest
Its catchphrase-ready fans keep haunting him years later.
Q 29Which Edward Burns TV series revives Drama's career in season three?
Five Towns
Burns felt he owed Drama, who had once turned down a role in The Brothers McMullen.
Q 30What is Johnny's Bananas, Drama's show in season eight?
An animated comedy about apes
Andrew Dice Clay co-stars until he walks off over money; Billy Walsh created it.