Shane Dawson
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50 free Shane Dawson trivia questions with answers — pop culture quiz, new questions added Oct 2026.
Shane Dawson has been on YouTube since 2008, which makes him one of the platform's longest-running names. He started with sketch comedy and parody music videos, moved into feature film and books, and later reinvented his channel with long documentary series that pulled in tens of millions of views apiece. This quiz covers the whole run: the early characters and viral hits, the film he directed for a TV competition, his two memoirs, the conspiracy videos, the documentaries about fellow creators, and the makeup collection he built with Jeffree Star. There are also questions on his husband Ryland Adams, their wedding and family, and the friends who appear behind and in front of the camera. It is written for fans who have followed the channel for years, for anyone who remembers the squad era, and for players who want to see how much YouTube history they have picked up along the way. Every answer comes with a short explanation.
30 of 50 questions with answers and explanations. Play the quiz
Q 01Which restaurant chain denied a pizza-recycling theory that Shane Dawson tested in a 2019 conspiracy video?
Chuck E. Cheese
Chuck E. Cheese called the claim false, saying its pizzas are made to order from dough prepared fresh in each restaurant, which is why slices can look uneven.
Q 02Shane Dawson's 2019 conspiracy series claimed which Disney film covers up rumors about Walt Disney's body?
Frozen
Frozen supposedly buries the old rumor that Walt Disney was cryonically preserved, one of several theories in a first episode that drew nearly 7.5 million views in under a day.
Q 03Which weight-loss company fired Shane Dawson in 2008 after he posted a video of himself pole dancing at work?
Jenny Craig
Jenny Craig also fired his mother, his brother and about six other co-workers who appeared in the video.
Q 04In December 2023, Shane Dawson and husband Ryland Adams welcomed which addition to their family via surrogate?
Twin sons
Twin sons arrived that month, five months after the couple announced the pregnancy on Ryland's vlog channel.
Q 05Which animal gave its shape to the backpacks in the merchandise store Shane Dawson launched in October 2019?
Pig
Pig backpacks sat beside hoodies and phone cases in a store that sold out in about thirty minutes; a pig-shaped mirror was also discussed for the makeup line.
Q 06Which Star Trek actor, a producer of the contest behind Shane Dawson's 2014 film, called that film tasteless?
Zachary Quinto
Zachary Quinto also took his name off the movie, though he later said he was glad Dawson won because he had set out to do what he wanted.
Q 07Fans compared the failed 2018 convention Shane Dawson documented in three parts to which notorious music fiasco?
Fyre Festival
Fyre Festival comparisons spread after fans queued for hours in the sun with too little food and water, and the event was canceled on its first day.
Q 08At their 2023 wedding, Shane Dawson and Ryland Adams swapped the traditional wedding cake for which treat?
Donuts
Donuts stood in for the cake, and Ryland wore the same sweatshirt he had on when Shane proposed.
Q 09Shane Dawson's 2014 parody of which pop star's hit was pulled from YouTube over copyright, then restored?
Taylor Swift
Taylor Swift's labels cited copyright infringement, though Dawson said the real objection was the video's violent content; it returned two months later.
Q 10In which Southern California city was Shane Dawson born in July 1988, before attending school in nearby Lakewood?
Long Beach
Long Beach was his birthplace, and he finished high school in Lakewood in 2006 after being bullied over his weight; he later lost 150 pounds.
Q 11Which storytime YouTuber's failed 2018 fan convention became the subject of a three-part Shane Dawson documentary?
Tana Mongeau
Tana Mongeau launched the event after a bigger convention refused her featured-creator status, and it was shut down on its first day.
Q 12Shane Dawson's 2018 documentary examined a failed fan convention staged in Anaheim as a rival to which annual event?
VidCon
VidCon had declined to make the organizer a featured creator in 2017, a snub its cofounder Hank Green later called a mistake.
Q 13Which beauty YouTuber did Shane Dawson's makeup to transform him into Jeffree Star for a 2018 documentary episode?
James Charles
Q 21Which major publishing house released both of Shane Dawson's memoirs through its Keywords Press imprint?
Simon & Schuster
Simon & Schuster published the two books sixteen months apart, releasing the second on Dawson's own birthday, July 19.
Q 22Which 2012 Shane Dawson single reached number 16 on the UK Indie Chart?
Superluv!
Superluv! reached iTunes on March 31, 2012, and its music video premiered on his YouTube channel the same day.
Q 23In which 2012 slasher film about an online urban legend did Shane Dawson play a college student named Binder?
Smiley
Smiley's killer supposedly appears when a phrase is typed three times in a video chat; Keith David and Roger Bart co-starred.
James Charles handled the makeover in the second episode, after which Dawson tried living a day in Star's shoes.
Q 14Which 2014 teen comedy, directed by and starring Shane Dawson, holds a Metacritic score of 1 out of 100?
Not Cool
Not Cool took in about $36,000 at US cinemas against an $800,000 budget, yet hit number five on the iTunes movie chart within hours of its digital release.
Q 15Shane Dawson's 2014 directorial debut follows high school friends reuniting over which holiday break?
Thanksgiving
Thanksgiving break brings two college freshmen home: a former prom king, played by Dawson himself, and a sharp-tongued former classmate he starts to fall for.
Q 16In which Pennsylvania city did Shane Dawson spend 20 days shooting his 2014 feature directorial debut?
Pittsburgh
Pittsburgh hosted both films in the contest he had entered, each shot from the same script on an $800,000 budget.
Q 17Which cable reality series gave Shane Dawson and another first-time director the same script to film?
The Chair
The Chair let viewers who had watched both finished films vote online, and Dawson's entry won him $250,000 toward another project.
Q 18Which rival film, made from the same script, did Shane Dawson's 2014 comedy beat for a $250,000 prize?
Hollidaysburg
Hollidaysburg, directed by Anna Martemucci, earned warmer reviews but averaged 58 out of 100 in the audience vote against 63 for Dawson's film.
Q 19Which 2015 memoir, Shane Dawson's first book, recounts eighteen of his most embarrassing and inspiring life stories?
I Hate Myselfie
I Hate Myselfie became a New York Times bestseller and had sold 85,000 copies by October 2015.
Q 20Which 2016 Shane Dawson essay collection reached number one on the New York Times paperback nonfiction list?
It Gets Worse
It Gets Worse sold more than 26,000 copies in its first week and arrived alongside a short film of the same name.
Q 24In which YouTube original series set in the 1920s did Shane Dawson play The Renegade, who dies in episode one?
Escape the Night
Escape the Night creator Joey Graceffa said the early exit was planned because Dawson was available for only one night of filming.
Q 25Which YouTuber, the voice of Talking Angela, dated Shane Dawson and acted in his 2014 film?
Lisa Schwartz
Lisa Schwartz dated Dawson from December 2011 to 2015, and he later wrote the foreword to her 2019 memoir.
Q 26Who played Joel, the nerdy store clerk chasing a classmate, in the 2014 comedy Shane Dawson directed?
Drew Monson
Drew Monson got third billing behind Cherami Leigh and Dawson, whose character is the older brother of the girl Joel pursues.
Q 27Which YouTuber friend of Shane Dawson struck up a close friendship with Jeffree Star in the 2018 documentary?
Garrett Watts
Garrett Watts joined Dawson and Ryland Adams on the trip to the factory that makes Star's cosmetics in the fourth episode.
Q 28Which friend of Shane Dawson served as cameraman, co-editor and co-director on his documentary series from 2018?
Andrew Siwicki
Andrew Siwicki also acted as a secondary host from behind the camera and shared an editing award with Dawson for their 2018 convention documentary.
Q 29Morgan Adams, a regular in Shane Dawson's documentary series, is related to his husband Ryland in which way?
His sister
His sister Morgan is a YouTuber herself, and the Jake Paul series revealed she was a former fan of the Paul brothers.
Q 30Which cosmetics retailer sold Shane Dawson and Jeffree Star's 2019 makeup collection in its stores on launch day?
Morphe
Morphe stores and smaller beauty sites sold out within fifteen minutes of the 10 a.m. launch on November 1.