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“For women in the C-suite, dressing like a boss can sometimes feel as daunting as actually being a boss,” Chavie Lieber writes for this weekend’s Off Duty cover. “Men can fall back on a suit and tie, but women don’t have the same widely adopted formula.” That is, until now. Chavie interviewed a range of female executives about their rules for getting dressed and their favorite places to shop. Here, an overview, or find the full story below.
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Rule 1: Know When to Stand Out
For Golnar Khosrowshahi, the CEO and founder of Reservoir Media, a music rights company, appearing incognito among high-profile stars is often the goal. “Erring on the side of conservative dressing has helped me be taken more seriously,” she said.
Rule 2: Hold Onto Your Favorite Styles
“I am going to be different from your white, male investor and I want to work that to my advantage,” said Babba Rivera, the Swedish-Chilean founder and CEO of the hair care company Ceremonia. She said she likes her clothes to reflect her Latina heritage. “I don’t want to mimic what a businesswoman should look like, either.”
Rule 3: Ask for Help
Allison Ellsworth, co-founder of beverage company Poppi, which sold in 2025 to PepsiCo for $1.95 billion, said many high-powered women, including herself, have hired stylists. “You can focus on your speeches, your board meetings, your events and not have to worry,” she said.
Rule 4: Prioritize Versatility
Mariah Chase, the co-founder and CEO of AI retail data startup Ekyam.ai, described her ideal outfit as something that will let her “run from a meeting to an airplane.” “I want to be comfortable, move fast and look good,” she said. “I don’t take it that seriously.”
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Elsewhere in the newsletter: Reunite with Maria Semple, the bestselling author of “Where’d You Go, Bernadette,” who’s returning with her first novel in a decade; discover the exclusive WhatsApp groups for the most tapped-in watch collectors; explore 50 years of never-before-seen Apple archives with reporter Ben Cohen; and check out the highlights of the relaunch of the expanded Los Angeles County Museum of Art.
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