Tyler Thoreson, head of editorial and creative at Gilt MAN and Park & Bond

“Thom Browne oxford: From what I can tell, Zuckerberg appears to stay in pretty decent shape. An oxford cloth button down from Thom Browne would be an unpretentious, low-maintenance way to introduce him to the concept of clothes that actually fit.

Washed twill blazer from Closed: I can’t see him getting decked out in a bespoke suit, a la Facebook cofounder Sean Parker, but I can see Zuckerberg trading the hoodie in for a casual, unstructured blazer, like this washed twill version from Closed.

McNairy pocket square: A tie may be pushing it, but is a pocket square too much to ask? Something tells me that the kind of guy who puts ‘I’m CEO, Bitch’ on his business card may appreciate this version from Mark McNairy.

Patrik Ervell jeans: These are a much classier alternative to jeans, and they look great anywhere you can wear denim.

Vans: An unpretentious, casual pair of Vans should help him hang onto some semblance of real-guy cred in Silicon Valley, despite the newfound 12-figure personal net worth.”