1. They're like pinstriped suits, but blurrier. So think of each suit here as a less rigid take on the classic bossy suit—ideal for our less rigid sartorial era.

Suit, $2,214, by Etro

Shirt, $98, by John Varvatos Star USA

Tie, $19, tie bar, $15 (throughout), and pocket square, $10, The Tie Bar

Trench coat, $1,395, Burberry Brit

Shoes, $580, by Church’s

Umbrella by James Smith & Sons

Briefcase by Salvatore Ferragamo

Location (throughout), Soho, London