I've been watching Fredrik Knudsen's YouTube documentary series Down The Rabbit Hole and Justin Whang's Tales From The Internet and I wouldn't mind doing a timeline inspired by either one of those shows.
The TL would concern internet figures, urban legends, and early internet culture diverging in vastly different ways compared to OTL and a lot of the events are focused on the 1990's and 2000's, although I will cover the 2010's as well, now that we're only a little over three months away from that decade ending.
I'm trying to figure out the point of divergence and I'm thinking it would be in the early 1980's.
I do want to include alternate takes on both Christian Weston Chandler (of Sonichu infamy) and Jennifer Cornet (the woman who led the "Final Fantasy House" cult in the early 2000's) among several other online figures such as PewDiePie and maybe even Whang and Knudsen themselves, as well as entirely new media works that emerge and very different versions of works from OTL.
Here's some of the divergences from OTL that I have already figured out...
The first Avengers movie in 2012 is plagued with executive meddling and ends up being a box office bomb that does to superhero movies what Heaven's Gate did to Westerns and the other MCU films are never made
White Wolf never merges with CCP and consequently, doesn't get bought out by Paradox Interactive. This is the result of the short-lived Capcom-White Wolf deal that gave us Street Fighter: The Storytelling Game and a vaporware Werewolf: The Apocalypse game for PS1 and Sega Saturn lasting a lot longer than it did in OTL and we explore how it would have played out. Bloodlines ends up being developed and published by Capcom and we get RPG's based on Resident Evil, Devil May Cry, and the fabled Darkstalkers RPG that never materialized, among many other major changes.
Mitt Romney narrowly gets elected in 2012. This is more of a non-sequitur to illustrate how different the TL is from our own, at least for now. If I can find a way to meaningfully tie it into the greater narrative, I will.