I remember I was gonna make a thread for this when I was active and kept forgetting, so time to bump this old ass one. Only name in this thread I've watched/followed is Barry because I used to watch the Grumps, and aside from that I only recognize NorthernLion.
Short answer: UberHaxorNova (Twitch) and Gavis Bettel (YT) are my current favorites
Long answer:
When I first started watching Twitch streamers as a kid I found GoldGlove which led me to becoming a fan of VernNotice, who was my first favorite, but I rarely check in on him now. Super likeable and entertaining dude though.
Around like 2019ish, GTARP (particularly NoPixel) blew up in popularity and I fell in love with all those streamers. Started out watching ImmortalHD (now Aleks) at first because I liked The Creatures/Cow Chop, as well as the few RP streams Markiplier did. But eventually I moved on to UberHaxorNova and MoonMoon, who I think are two of the best and most entertaining RPers out there. I know it's not for everyone, but those guys made me obsessed with GTARP to the point where I watched almost nothing but NoPixel streams for a full year. As a fan of stuff like improv and D&D, I legit think it's one of the most entertaining things to watch online. Pretty good time to get into it too.
What I currently watch is the one thing that was able to pull me out of that obsession: VTubers. I know a lot of people hate them because they think they're cringe or something, but from my experience 90% of those people either didn't actually understand what a Vtuber is or were only exposed to the wrong ones. They're basically just normal streamers who would rather represent themselves as a character than show their face on a webcam, and they pretty much cover all streaming niches. When the Hololive English girls came out in 2020 I fell into that whole rabbit hole. I watch a wide variety of the english vtubers from both Hololive and Nijisanji, and a couple indies. My favorite is Gavis Bettel from Holostars. He's a jester character and is often compared to Jerma. Kyo Kaneko from Nijisanji is also pretty good. I think those two are some of the most accessible to people who have never watched vtubers because they're just like normal dudes who don't try to play a character or anything. Way too many good ones to list though.