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Every "Tech bro" at this point is basically like a jock who's crowning achievement was being on the varsity team in high school. Except for these guys its "I created a social media platform 20 years ago" like that is the limit of who they are

An easy way to identify a dipshit in 2026 is to see if they equate fascism as just "one side" of a legitimate and normal political debate.

In more ways than one: He and his cohorts wrote the code for Twitter in Ruby, back when Ruby (and Rails) was in no way ready for anything commercially major. That’s why the whale kept appearing so often.

"Sidle" is the apt choice in context; "saddle up" does not have a transitive usage in standard English. Which does not detract in the least from your well-made case that Dorsey is a stupendous dipshit.

Jack Dorsey expressed support for RFK Jr. when he was running as a Dem for the 2024 presidential nomination. That tells you everything you need to know about Dorsey.