Not a bad thing. It just isn't "sprezzatura", which I think implies a little more lightness and spontaneity than all the thought that went into matching one of two polka dots on your tie to the buttonhole thread on your lapel to the hem of your pocket square. It's a nice look, it just doesn't...
Some people (and I know people like that, but I can't explain them) don't realize there are other kinds of hats. To them, hat = baseball cap and baseball cap = hat. So if it's sunny out or they aren't having a good hair day, they'll wear a "hat", aka baseball cap, even to a wedding or funeral...
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