Crew apparel to their tailors with a simple request "Gucci me" as sharks like CAA's Bryan Lourd and WME's Ari Emanuel ditch the traditional dark suit for flashier styles.

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Mr. Giammetti even paused to take a photograph with his iPhone of a woman with a bob identical to Anna Wintour's, and then shared it with his dinner partners, the designer Diane von Furstenberg and the agent Bryan Lourd from the Creative Artist Agency.

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