Mark Zuckerberg's old signature look was a faded, well-worn cotton hoodie paired with flip-flops. He's still wearing hoodies today—except now they're cashmere, courtesy of Loro Piana. Silicon Valley stylist Stephanie Venita Stimmler calls the shift "a complete 180," admitting she's curious where the pivot came from: "Maybe it's his wife Priscilla Chan's influence, or maybe once you have that kind of wealth, you just want to treat yourself to something nice."

This isn't an isolated case—it's a full-blown business model taking shape. Stimmler and fellow stylist Veronica Hitchcock both cater exclusively to tech executives. Hitchcock's clients must first pass a vetting process, with annual retainers starting at $20,000 and going as high as $400,000. Stimmler's Palo Alto clientele, meanwhile, spend an average of $20,000 for a full wardrobe overhaul, plus another $8,000 to $20,000 per season for ongoing styling services. What they're after: Loro Piana, Brunello Cucinelli, Max Mara, Hermès, Ralph Lauren, Dior, Zegna, Tom Ford, Brioni, and Jenni Kayne—all sharing one trait, understated design with minimal logo presence. Stimmler says two phrases come up constantly from clients: "I don't want to look like a lawyer in a tie," and "I don't want to be a walking billboard."

From Tom Ford Leather to Jobs' Turtleneck

For some, understated has become its own kind of signature. Andrew Weitz, a former William Morris Endeavor talent agent turned styling strategy consultant, points to Nvidia CEO Jensen Huang's black Tom Ford leather jacket: "He probably should retire it by now, but the second you see it, you know it's him—just like Steve Jobs and the turtleneck." Weitz sees OpenAI's Sam Altman differently. Altman also leans low-key, but "he could honestly do so much more—if he actually put effort into how he dressed, people would perceive him differently."








