I don't think its any worse than the average American expression of style. Its a variation on the Preppy Ivy League vibe that's been going strong since the 60s, except its increasingly adopted by people who want to burn down their local community college for being part of the Cathedral or whatever.

We've departed from the roughnecks and skinheads with a dozen weird tattoos look, because these are increasingly bourgeois reactionary failkid types who need to suck up to their elders for cash and clout. All these goons are constantly online. They're always appealing to people who are constantly online. The image they're projecting has to be of someone in middle management who works out on the weekends. Neither liberals nor conservatives want to be visibly associated with anything resembling working class. Everything has to be about looking upwardly mobile in a culture where that's increasingly difficult.

In an overly financialized society, I wouldn't call it good or bad so much as a sign of the times.

it’s as mismatched and tryhard as the old “fedora and trenchcoat with anime print tee and katana”

no, it is far worse