First and foremost, Sky is a comedian. His oldest videos are best described as video blogs and uploads of his live stand-up routines, but that was 2008. Since 2013, his channel has become a host for a few Web Video series in its own right, and all of his videos are hosted on YouTube. His series include Let's Plays, usually group League of Legends sessions or solo ones; comedy skits, unlike his stand-up routines; and advice and response videos, called "Skyalogues." He uses an organizing system in his thumbnails that tells his audience what kind of video to expect. Specifically, he uses colored clouds to differentiate between more serious or potentially offensive videos from the more fun and goofy ones.
Sky's Let's Plays are usually League of Legends play sessions with his roommates and other friends, but he has also done solo Let's Play with Dream Daddy and Super Mario Odyssey. Friends include Video Game Dunkey, Leah, Jesse, Mr. Deer and grzzd.
His advice and reaction videos — as can be expected of a comedian — double as comedy videos where he throws shade at certain types of video game players. These videos are what originally got his channel's popularity rolling, starting with his "5 Reasons Your Jungler Hates You" from his Reasons Why series. There's also the relatively short-lived series Games that are Out of Control, which is heavily inspired by Video Game Dunkey's content. He also has a few Q&A videos where his roommates and friends select questions that are addressed to Sky from Reddit or Twitter. However, the response videos can be much more serious, but it really depends on the subject matter and how personal it is. Videos concerning more serious topics — addressed in Sky's comedic way — are called Skyalogues (from his name and "dialogue"). These videos may cover some controversy or issue with Sky's channel. Whatever the subject, many of the jokes in his response videos rely on the medium of film and on audio editing.
His comedy skits are usually on some political topic, either making fun of both (or all) sides of the debate or trying to stay in a central position in order to open a dialogue by using his platform (his words). If there's a big controversy on YouTube, then Sky might make a video about it. He's typically active on Twitter, and that's generally where he talks about these controversies prior to making a video about them. Sometimes, he'll "take a break from interaction" as he did on 10 October 2017, but he usually lets his audience know through Twitter first.
This show provides examples of:
- A Day in the Limelight: After getting terribly mistreated in "Jesse's Master Plan," fans complained about how mean everyone has been getting toward Jesse. As a reaction to this, Sky and co. gave Jesse the spotlight and let him call all the shots in their League of Legends session — where normally nobody would exactly "call the shots" — in the video titled "Jesse's Game." Of course, he abused his new leadership role and put everyone in team roles they didn't enjoy. The group horribly lost their match.
- Berserk Button: Whenever Sky or someone else mentions the phrase "Dunkey beat Sky in Smash," Sky gets really ticked off and stops joking immediately.
- Biting-the-Hand Humor:
- In his older videos, and a large portion of his main content in previous years, Sky is notably optimistic about his platform on YouTube and his audience and always takes full responsibility for problems related to his channel... even when it makes more sense not to.
- In his late-2018 videos — especially here — Sky discusses how much YouTube's hypocrisy and controversial actions in 2018 have affected him.
- Butt-Monkey: Jesse is usually treated as the butt of mean-but-friendly jokes. It came to a head in "Jesse's Master Plan" where he was treated so poorly that Sky's fans complained enough that the next video had Jesse as the all-star. In "Jesse's Game," he was made leader for a day as a direct result of the complaints.
- Camp Gay: In some videos, he portrays himself as particularly stereotypically gay. In other videos, he's admitted that he isn't normally so camp.
- Color-Coded for Your Convenience: In his thumbnails, there are colored clouds that mean different things. A black cloud means the video focuses on a dark subject matter. The other colors are based on a "rarity system" similar to what's found in Blizzard games. White is "common," blue "rare," purple "epic," and orange "legendary." In practice, they denote the amount of editing and effort put into the quality of the content, meaning that a "common" video might merely be a League of Legends session and a "legendary" video might be a full-blown comedy skit. The clouds are described in more detail on the subreddit.
- Self-Deprecation: This goes hand-in-hand with the inversion of Biting-the-Hand Humor, but it's especially seen in his "Pencils Down, Time's Up. The Decision." video, in which he calls himself crazy and calls himself kind of a bitch on Twitter.
- Teacher/Student Romance: Discussed in some of Sky's Let's Plays of League. After Mr. Deer (one of Sky's friends) starts training for his teaching certificate, Sky keeps asking him about scenarios where a student comes on to him. Mr. Deer, obviously, takes the questioning completely seriously.
- Token White: Jesse is consistently treated like this in any video he's in, even when Jason or Leah are also in that video. He goes along with it, as he tries and fails to rap and pretends to be completely unaware of N-Word Privileges.
- Twofer Token Minority:
- Sometimes played up in his appeals to his audience, especially earlier in his YouTube career where he intentionally exaggerated a fake accent and feminine mannerisms.
- Sky is gay and black, and he discusses this trope in "15 Questions I have for YouTube". One of the questions he has is why the strike on his channel was reversed while other popular YouTubers' channels still had suspiciously similar strikes. Sky openly admits that this trope could have played a role, given YouTube's wording of "Your voice is core to who we are." But he refuses to believe that is the reason.