It's not a tech blog, it's his personal blog, and it's quite in line with that company post previously; advocate for whatever policies you want on your own time and platform but not on the company's, and since this is his personal blog, he is doing exactly that.
There's plenty to criticize DHH for but to be fair world.hey.com is a feature of the email platform that lets you easily post a blog. He's using his own software/platform and I realize the optics, but you could post your own thoughts at world.hey.com/muglug too.
Benefit of being one of the owners/cofounders of Sidekiq: if you don't like DHH's shitty opinions, you are free to pull your very generous donation from Ruby Central and send the money somewhere else.
world.hey.com/dhh is not just "a personal blog" as it is simultaneously where he posts everything he wants to publish about his professional work, and sometimes it's literally the official updates on the software he maintains such as Turbo.
If you're an employee at some company you can post about your own work too on your own blog. The fact that he maintains the hosting platform as well doesn't mean much, 37Signals employees can post on Medium or some other blog host too.
If I post something on my personal blog, and it's against the company's Code of Conduct, then I'm in trouble with HR. If I'm the company's CEO, then I'm in trouble with the board. You're not an island.
Then you'll just have to be a CEO with a platform. And if it's on your personal blog, I don't see why you'd be in trouble with HR at any good company, unless they're monitoring your communications.