Serena's Second Serve: Fashion, Trauma, and Empowering Entrepreneurs
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Serena's Second Serve: Fashion, Trauma, and Empowering Entrepreneurs
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Serena Williams has had a whirlwind few days filled with confessions, high-wattage public appearances, and major business moves that hint at a second act rivaling her tennis stardom. In a headline-grabbing podcast appearance with her sister Venus, Serena set social media abuzz by admitting she sometimes sabotaged her father Richard’s demanding childhood training sessions—once even cutting her own racket strings so she could dodge practice. She reflected candidly on those grueling days and now tells her daughter Olympia that the pain of hard work pays off, wisdom you suspect only a 23-slam queen can really claim. That same podcast episode took a vulnerable turn when she revealed her ongoing trauma with guns, recalling a disastrous date with a police officer at a shooting range, an encounter that spiraled her back to the loss of her oldest sister Yetunde, whose murder by gun violence in 2003 remains a defining chapter in Serena’s story. As Serena wept on air recalling the experience, listeners were reminded just how deeply personal her advocacy work is.
Leaving the shadows, Serena floated across the Milan fashion scene this week as a style icon, turning heads at the star-packed premiere of Gucci’s new short film The Tiger. Wearing a feathery, semi-opaque black gown with dramatic trim and her blonde hair in a high bun, Serena was the image of modern fashion royalty while sitting front row alongside stars like Demi Moore and Gwyneth Paltrow. Not one to shy away from pink, she also lit up her own social feeds with a stylish video in a bubblegum pink backless dress, drawing raves from the style crowd.
But perhaps her boldest moves are in boardrooms, not ballrooms. Serena has just been named the first-ever entrepreneur-in-residence at Reckitt, the UK consumer health giant, a role already making headlines in global business circles. Her job is to mentor startup founders—especially women and people of color—tackling critical issues like maternal care and health equity. In Cannes, she explained it’s smart business, not just charity, and she’s right; Serena Ventures, the fund she launched in 2014, now counts 14 unicorns and several decacorns in its portfolio, with most investments led by historically overlooked founders.
Adding to her deal sheet, Serena’s VC fund has joined a major investment round in Unrivaled, a burgeoning women’s 3-on-3 basketball league now valued at 340 million dollars. She’s betting big that empowering women on and off the court will shape the next decade of sport and business. Judging by her current streak—from intimate podcast confessions to Milan’s red carpets to mentoring a new class of innovators—Serena Williams is making sure her post-tennis resume is anything but quiet.
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