I sort of want to start but don't want to deal with the explaining. My buddy started with the nice leather briefcase and he got relentlessly roasted in college.
I've worn a suit almost every day for the past 3 years, no one really mentions it. Looks perfectly casual depending on the tie and jacket you pick. Natural materials for ties somehow look less formal I've found.
just do it; one cool thing about NYC is seeing well-dressed men in every day life