He became very unpopular for his no politics at work stance at the time, but it seems to have ultimately been the right call in the long run. The toxic individuals left and 37signals is stronger than ever.

Beyond Rails and 37signals, I'm most familiar with him as a car racer, photography enthusiast, and his recent "buy once"/post-subscription software advocacy.

This is an interview with him last year on "one person" approaches to web app development that I liked a lot: https://www.youtube.com/watch?v=0rlATWBNvMw

Maybe parent is referring to DHH's stance on DEI.

https://world.hey.com/dhh/the-waning-days-of-dei-s-dominance...

https://world.hey.com/dhh/dei-is-done-minus-the-mop-up-b3bbb...

He’s politically naive. I agree with him on much, such as don’t make workplace political, and cancel culture and DEI have in many cases gone mad, but his tolerance, even gentle celebration of Trump in the name of free speech is a classic example of the paradox of tolerance.

https://en.m.wikipedia.org/wiki/Paradox_of_tolerance

However he is right in many cases, and I don’t expect anyone to be right all the time, myself included. It’s strange to look for political leadership from a programmer anyhow.

Has aggressively moderate political opinions...

Americans don't seem to understand nuance, so when DHH posts about support for people's right to protest, how he loves being a father, how he doesn't want politics in the workplace and doesn't proclaim the sky is falling because of politics they seem to think he's the devil.