I take it you haven't had a 12 year old talk your ear off about Five Nights at Freddy's lore or "SCP" then?
The biggest thing right now is DaFuq!?Boom! and the Skibidi Toilet series, which looks like it was made in Garry's Mod or something.
Makes me feel old, though - that's a meme from my kids generation, which I know about only because of them.
My nephew and everyone in his generation seem to be really into it, even to the extent that I heard kids singing 'tears for fears' songs (from the 80s) used in it in the street the other day.
I tried to show him source filmmaker in an attempt to get him to be interested in messing around / producing stuff rather than consuming it on an iPad, but sadly he wasn't interested.
Tim & Eric and similar acts are absurd -- the people themselves are somewhat normal and put on a show when the gong sounds; this is obvious in their 'normal' productions.
Bjork, Steven Wright, Emo Phillips, Andy Kaufman, Tom Waits -- they roll out of bed 'acting that way'.
Especially his earlier stuff very much has that old school net sensibility about it. (Although he's talented and polished enough that it's not _quite_ the same amateur vibe of those early Newground days).
Another source of phenomenally cool and interesting "content" is the Adult Swim Off the Air series, which also has a very psychedelic vibe to it. The series collects a wide variety of really awesome animations (and also lots of silly stuff).
Probably my favorite thing to ever come from the Off The Air oeuvre is the animated music video for Dan Deacon's song When I Was Done Dying[1]. They also did a 20 minute special episode featuring Dan Deacon's music which is extremely cool[2]. I was exposed to so much cool stuff via Off The Air, the first episode is still one of my favorite ten minutes of weirdness[3]. There are so many other great episodes, too, if you like this kind of thing.
[1]: https://www.youtube.com/watch?v=59QBOO6m210
These two are a sort of new kind of weird - MeatCanyon is based largely around gross-out body horror parodies of pop culture, and Joe Cappa is ... I'm not sure what it is, but I love his stuff.
If you like either of these videos the rest of their work is well worth a look. Especially the Joe Cappa "Haha You Clowns" series is just the weirdest kind of hilarious.
[1] https://www.youtube.com/watch?v=b3BJpO59F4g
[2] https://www.youtube.com/watch?v=IUQckI_NqgY