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It started thanks to Miko saying nigga during a GTA V stream, then the Azur Lane collab from late-November to mid-December 2019, which brought EOPs like me to clippers like Lyger, Hololive Moments, Sticky Nut, Yoyuu, etc. It then got bigger thanks to Korone's interactions with English speakers around May last year, Coco's meme review and then HoloEN.
It also helped that Hololive JP's management interacted a lot with English speakers during early 2020 with community posts on YouTube, official HoloGra subtitles, a Facebook page, acquiring the fanmade Hololive subreddit, etc.