How the Regime Captured Wikipedia
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Honestly, I find this article disappointing. It speaks about events in 2017, 2019, 2020 as "how Wikipedia was infiltrated and subverted," but in truth it's just recounting the moment that some of the people and cliques who had been accruing power there for a long time went slightly more mask off. The earliest red flag it mentions is financial association with a left-wing donor group as of 2016, but it doesn't cover anything about how they came to be associated.
Anyone here who remembers Wikipedia's coverage of Gamergate should know that it already had a heavily leftist bent as of 2014, and I am certain that's not the beginning of the story either. Looking at Jimmy Wales himself, I would suggest that it was never "subverted." Rather, it was run by leftists from its inception, and only became more extreme as they themselves did.
I'd say the problem started with Sue Gardener, who was executive director starting in 2007. She's the one who started with the DIE shit by accusing the userbase of misogyny. Jimbo was almost completely absent by that point because he was more interested in finding ways to grift off of Wikipedia's success than seeing through any particular vision. That doesn't excuse his refusal to be the adult in the room when the lunatics took over the asylum but this wasn't his plan from the start. He didn't have a plan and a lot of Wikipedia's dysfunction (which goes far beyond woke infiltration) stems from there being no control at the top in the early days. Their whole "governance" structure consists of gangs of anonymous weirdos fighting turf wars behind the scenes. Jimbo just goes along with the bullshit because he doesn't want the gravy train to end. He's a coward and a grifter but he's not a committed leftist.
He's on twitter retweeting takes from Stephen King about Trump's trial. He may not be the driver of the leftist rot, but I doubt he disagrees with it.
You're really overestimating how principled the dude is. He'd be parroting the shit we say if he thought it would gain him access to the circles he wants to run in and keep the cash flowing. I'm not defending any of the shit he enables, I just think he's opportunist rather than an idealogue.