But from an American perspective a guy wearing a suit while carrying an "anarchist" flag wouldn't be inappropriate, either.
We anarchists with careers do in fact exist. There are probably dozens of us outside of tech, even!
If I had to ballpark it, I’d guess something like 1:5 people in tech are broadly aligned with me politically (meaning “less extreme, but directionally similar”) while maybe 1:100 would self-identify as an anarchist and 1:500 both self-identify and align fully with me.
Does that help?