Never part of my commentary. Tom Mix wore ridiculous "cowboy" bits too, but at least he actually was one and only donned the costumes to meet the expectations of people who couldn't saddle a horse if their lives depended on it.
The fact is this sheriff from Wisconsin wore a hat no actual cowboy would wear to do what a cowboy actually does, and managed it while giving a speech in bow tie and suit. It was funny because of the degree of posturing and the way it summed an impression. And that's the long and short of it, not some insult to law enforcement, not an insult to gun safety, and not TH dictating what chapeau you can wear when atop that horse you rode in on.