Can I just say that as someone who enjoys dressing in the fancier western getups (think Tombstone) this more cosplay-rugged look screams insecurity when worn by people trying to look... Like they do manual labor?
Like he's a billionaire. Where's the tailored frock jacket, vest, and bolo tie, with a $3k hat. At least that way he wouldn't be a poser
Or the regular, modern version: boots, jeans, belt, flannel, aaaaand $3k hat. In the summer, you swap your wool hat for straw, but don't you DARE wear short pants or a t-shirt.
Personally I think we just need to collectively wear suit coats more often. It looks... Idk. Better than a lot of stuff. Maybe I'm just saying that because I'm fat.