I call this look the "Rumpled Architect". Note the big tote bag and tube of rolled drawings. The only thing missing is a tweed bucket hat.
(This look is known alternatively as the "Rumpled Professor" , the "Slightly Disheveled Writer" or the "Newspaper Man on Assignment".)
In such an outfit, I could easily convince any client to allow me twice as much money as their budget allows to carry out my designs of vain hubris...or maybe all the pictures of John Updike (r.i.p.) that have been floating around the internet are just rubbing off on me.
p.s. today at school someone asked me "What are you all dressed up or? Work? Job Interview?" I said " I'm not 'all dressed up.' If I was, I'd be wearing a suit.