Billionaires, Secrets, Zegnas: Will Lewis’ Thirst for Power

Some are born into worlds where men wear $1,100 calfskin-and-suede Zegna sneakers. Others have to scrap, hustle and charm their way into them. There was nothing given about the ascent of Will Lewis—who wears his Zegnas in navy blue with the white leather strap—to the top of the Washington Post.

Lewis, 55, is not a product of the playing fields of Eton, or any of England’s grand institutions. He was sent to Whitefield, a post-war...