Power level but I've worked at several Silicon Valley companies as a contractor (programmer) but I'm from Europe.
The Ashton case is obviously very extreme but my general experience has been that post Cold War lack of ideology means that even the most ardent political movements are counter-movements in the sense that they define themselves largely against what they hate rather than what they are for. So large tracts of liberal Silicon Valley (including immigrants from otherwise conservative parts of the world like India) fall for the liberal SJW meme because it's something that the conservative christian establishment hates. This is why large numbers of otherwise reasonable people support Pride marches and late term abortion policies; if the people they think are dumb rednecks hate it then it by default must be good. Bear in mind this is a group whose cultural moral understanding is based on Harry Potter and the Lord of the Rings, so they have a childlike understanding of good and evil.
When you get to the trans stuff, you fall into the vortex of the liberation/coercion scale through which everything is defined. The trans stuff relies on this whole emancipation view of history where the "good guys" are always fighting for emancipation whereas the evil side is coercing, and nothing can be more liberating than freeing people from the shackles of their own bodies. In Silicon Valley this joins with a very poisonous mix of old school libertarians who have their own messed up view of trans and paedo stuff, so you end up with normal-ish people in management who don't want to take risks with their own lives vicariously living out their liberal dreams by hiring and encouraging "marginalised" groups and helping to "liberate" them.
I ended up quitting to start my own thing because it drove me nuts and I got in shit for posting stuff like this in the Slack channels.
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But yeah, until someone figures out how to promote living a normal life as being liberating, this stuff is going to continue.