
Serena's Sizzling Week: VC Mogul, Milan Trendsetter, and Social Media Sensation
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Serena Williams is making all the headlines again this week with a collision of business savvy, stunning public appearances, and much-discussed social media activity. On the business front, Serena is marking the tenth anniversary of her MasterClass with the major Serena Williams Pitch Contest, which just closed applications September 23. Aspiring founders nationwide have competed for a $15,000 investment, a virtual strategy session with Serena herself, a visit to the Serena Ventures office in New York, and exclusive meetings with her handpicked VC partners. The contest is seen as a significant pipeline for identifying new entrepreneurial talent and further cements Serena’s long-term influence as a backer of underrepresented founders, following the impressive track record of Serena Ventures in wellness and consumer tech according to AInvest.
Serena’s business presence got another boost this week during Milan Fashion Week as she arrived at the Gucci show on September 23, turning heads and commanding cameras. She’s been highly visible in the European fashion set and her attendance is drawing the usual A-list buzz. Meanwhile, social media has been lit up with images of her latest looks—Serena flaunted her much-debated post-tennis figure in a range of outfits including a slinky red dress and sophisticated swimwear, as covered by Us Weekly and Sports Illustrated. Fans are marveling at her dramatically slimmed-down silhouette, with conversations swirling about her gym regimen and healthy living secrets. Throughout, Serena has leaned into the chatter, posting gym selfies and confidently modeling daring new styles.
Away from the runways, Serena is still shaking up the sports and entertainment world—her ventures include a stake in the WNBA’s Toronto Tempo and meaningful appearances like her collaboration with Maria Sharapova at the recent Hall of Fame induction. She continues to be a fixture on Instagram, where she recently shared highlights from Milan and heartfelt moments with her family. While some gossip columns speculate about her personal life and marriage, there are no confirmed major developments—her focus remains squarely on business, family, and global glam.
In sum, the headlines read Serena Williams launches pitch contest for entrepreneurs, dominates Milan Fashion Week, and sparks social media debate with her bold new look. With her dynamic presence in venture capital, fashion, and media, Serena’s week underscores her evolving legacy as both a cultural icon and power player beyond the court.
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