Former WTA World No. 1 Maria Sharapova was recently spotted at the 2026 US Open presenting the champion's trophy to Elena Rybakina.Sharapova, who turned professional on her 14th birthday, is now 39. During her legendary career, she won 645 matches, 36 WTA titles, five Grand Slams and a silver medal at the 2012 London Olympics. Since retiring in 2020, she has stayed close to tennis while pursuing entrepreneurial interests.AdvertisementMORE: Where is former ATP World No. 1 Jimmy Connors?Sharapova's first business venture was SugarpovaFeb.15, 2010; Memphis, TN, USA; Maria Sharapova plays against Shenay Perry during the first round of the Cellular South Cup by security at the Racquet Club of Memphis; Mandatory credit: Nikki Boertman-USA TODAY NETWORK via Imagn ImagesAs an active player on the WTA Tour, Sharapova began flexing her entrepreneurial muscle with the development of Sugarpova, the candy company she started in 2012.While the company still has an Instagram page, its last post was in 2021. Sharapova has never addressed the mysterious demise of Sugarpova.AdvertisementMORE: Where is former WTA No. 1 and Grand Slam champion Monica Seles?She pursued diversified portfolio after shuttering SugarpovaSharapova has since diversified her investment and business portfolio with longtime boyfriend Alexander Gilkes, with whom she shares a son named Theodore born in 2022. The couple had a combined estimated net worth of over $200 million in 2025.Her recent collaboration is with Williams Sonoma for a cookware line.Best tennis collaboration in retirementMany will say one of Sharapova's best tennis-related moments in recent years is surprising the world at her 2025 International Tennis Hall of Fame induction by asking former rival Serena Williams to introduce her.AdvertisementOthers would argue the Christmas video with Jannik Sinner is superior because it showcases the silly side of their personalities.
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