In his more than 30 years in the notoriously fickle world of fashion magazines, Stefano Tonchi has amassed an impressive résumé: editor of L’Uomo Vogue, fashion creative director at Esquire, founding editor of T: The New York Times Style Magazine. (Then, there’s his brief departure from publishing as J. Crew creative director.) In 2010, Tonchi took over as editor in chief of Condé Nast’s then-struggling W magazine and four years later has successfully transformed the oversized glossy into a National Magazine Award-winning must-read for fashion and culture devotees. The famously candid Tonchi (who recently added member of the inaugural Clio Image Awards jury to his bona fides) opened up to Adweek about his time at W, his views on digital media and the changing nature of luxury.