- TWITTER FOR ANDROID, a music video one year in the making.
- On a livestream, a few people commented against gay marriage. Jack found the comment and proceeded to give the bigots a small "The Reason You Suck" Speech, pointing out that people against it are living in the sixties mentally and need to move on.
- FREAKING PEWDIEPIE having a cameo in his song about Ray William Johnson.
- Also, Pewdie tweeting about one of his videos.
- The fact that Jack is able to make songs out of some of the weirdest comments he runs into.
- YGS 99, a mashup of all the previous YGS music videos made in to one triumphant tone. The regular YGS ending jingle is also a part of it, but it's instead sung in a slow, somber tone, reflecting that this was the last normal episode before season two was confirmed way later, and even now it's the last song for YGS ever, keeping the mood of the song.
- "I'll stop being vague, here's my confession, I'll make dubstep my profession!" "What is dubstep?" "That's a good FUCKING question!" (drop)
- YGS 50 is easily the greatest Moment of Awesome in Jacksfilms history. Well, the second greatest since 100.
- Yes, that's the Batman sign on his chest.◊
- After going through P90 Jack shows the results at the end of #YGS 91.
- At the end of JackAsk #42, focused on dating, Jack stops his snark and gives a brief talk about how "the friend zone" isn't real, and says that if somebody doesn't like you back romantically, you can't do much about it, but you can use that fact as a way to move on and find someone else to love. It's a fairly bold statement when some popular Youtubers would pander to a bitter fanbase instead.
- YGS 100 has finally arrived! And in the same day, Jack reached 2,000,000 subscribers!
- Reacting to an awful react channel, an excellent Take That! to Jinx, a reacting channel he dislikes due to his videos being generally devoid of any reaction whatsoever and for using the whole video instead of cutting it to show the highlights and then making insightful reactions like the Fine Bros' React and h3h3productions do. What does the video entail of? An uncut reaction to Jinx's own to YGS 99 which consists of Jack staying entirely silent and grinning the whole time.
- After months of ironically praising The Emoji Movie, Sony Pictures Animation one-upped Jack and invited him to the world premiere. Also counts as a funny moment.
- Jack won the 2018 Shorty Award for "YouTuber of the Year"!
- Calling out PETA for using the death of Steve Irwin for their personal political agenda. Most comments were surprised that Jack was dead serious, making it all the more satisfying.
- "Review: Avatar 2 The Way of Water" serves as this, with many fans noting that Jack managed to offer his own, perfectly salient criticism on elements of Avatar: The Way of Water, note that his previous video mocking Avatar's lack of cultural relevance was based upon a flawed premise, and perfectly imitate a Half in the Bag episode without losing his trademark sense of humor.
- Jack's recent crusade against SSSniperWolf, going as far as to direct his main youtube career into streaming reactions of her 'content.'
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