Peace, NTB. I am considering purchasing an unstructured blazer. The thing that is holding me back from buying the jacket is that it only has one button on the cuff. Is it silly that it has one button or am I being silly for over thinking this?

Unless you are on some Phillip Lim or Damir Doma steez, and anything therebetween, I’d stay away from the one buttoned sleeve. Outside of those parameters, it’s just too amateurish and casual for my liking.