What's Next for Serena Williams?

Serena Williams smiles during a press conference ahead of the Wimbledon Tennis Championships in London, July 14, 2019. (AP)
Serena Williams smiles during a press conference ahead of the Wimbledon Tennis Championships in London, July 14, 2019. (AP)
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What's Next for Serena Williams?

Serena Williams smiles during a press conference ahead of the Wimbledon Tennis Championships in London, July 14, 2019. (AP)
Serena Williams smiles during a press conference ahead of the Wimbledon Tennis Championships in London, July 14, 2019. (AP)

As Serena Williams prepares to step off the court after this year’s US Open tournament, tennis’ dominant player plans to devote more time to her other passion -- startup investing.

The 40-year-old winner of 23 Grand Slam titles has backed early stage companies for nearly a decade.

She was an early investor in MasterClass - one of 16 unicorns, or companies whose market value exceeds $1 billion, to receive funding from Serena Ventures.

In March, Williams’ venture fund raised $111 million with backing from Norwest Venture Partners, Alphabet Inc's Capital G, Kapor Foundation, and LionTree LLC, among others.

In an essay in Vogue announcing her imminent departure, published on Tuesday, she discussed how the balance in her life has shifted to Serena Ventures.

"Every morning, I’m so excited to walk downstairs to my office and jump onto Zooms and start reviewing decks of companies we’re considering investing in," she wrote.

Williams continues a tradition of celebrities and athletes diversifying their business portfolios to include startup investing. They include Stephen Curry, LeBron James and Ashton Kutcher.

The tennis great seeks companies started by women and people of color, and her fund is led by a team of women. She cites Sheryl Sandberg, who stepped down as Facebook’s chief operating officer on Aug. 1, as a mentor.

Another Silicon Valley stand-out, 23andMe co-founder and CEO Anne Wojcicki, is a limited partner in the venture.

The venture capital firm consists of six people in Florida, Texas and California. It is run by founding partner Alison Rapaport Stillman, a veteran of JPMorgan, Wasserman and Melo7 Tech.

Serena Ventures manages a portfolio of more than 60 angel investments, including fintech companies Propel and Cointracker and consumer product companies Billie and Daily Harvest.

The company says 76% of the founders it backs are from under-represented backgrounds.

Williams told the New York Times in March she met her husband, Reddit co-founder Alexis Ohanian, talking about investments.

In addition to investing Williams has developed a fashion line, struck a deal with Amazon Studios and serves on the board of the ecommerce marketplace Poshmark.



Tax Evasion Trial for Real Madrid Coach Carlo Ancelotti Opens in Spain

Real Madrid's head coach Carlo Ancelotti (C) arrives to stand trial over alleged tax fraud, in Madrid, Spain, 02 April 2025. EPA/JJ GUILLEN
Real Madrid's head coach Carlo Ancelotti (C) arrives to stand trial over alleged tax fraud, in Madrid, Spain, 02 April 2025. EPA/JJ GUILLEN
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Tax Evasion Trial for Real Madrid Coach Carlo Ancelotti Opens in Spain

Real Madrid's head coach Carlo Ancelotti (C) arrives to stand trial over alleged tax fraud, in Madrid, Spain, 02 April 2025. EPA/JJ GUILLEN
Real Madrid's head coach Carlo Ancelotti (C) arrives to stand trial over alleged tax fraud, in Madrid, Spain, 02 April 2025. EPA/JJ GUILLEN

Real Madrid coach Carlo Ancelotti arrived at a Spanish court Wednesday for the opening of his trial on tax evasion charges.
Spanish prosecutors have accused the highly successful Italian coach of defrauding the state of 1 million euros ($1 million) in 2014 and 2015. State prosecutors are seeking a prison sentence of up to four years and nine months on two counts of tax fraud.
They accused Ancelotti in March 2024 of having used shell companies to hide his true earnings. Prosecutors claimed Ancelotti, for example, used one company that lacked “any real (economic) activity” in the Virgin Islands as part of an alleged scheme.
Ancelotti had denied any wrongdoing before the trial.
He arrived to the Madrid-based courthouse dressed in one of his dark blue suits that he wears while coaching games, The Associated Press reported.
When asked by television journalists if he trusted in the justice system, he responded “I do” as he walked up the courthouse steps.
Ancelotti proclaimed his innocence when first accused last year, arguing he was not a fiscal resident of Spain during part of that time. Prosecutors disagree.
“I already paid the fine, the money is with them, and now the lawyers are talking to try to find a solution,” Ancelotti said in March 2024. “Let’s see what the judge says.”
The 65-year-old Ancelotti is one of soccer’s most successful coaches. He has won the Champions League a record five times, three with Madrid and twice with AC Milan, and is the only coach to have won domestic league titles in England, Spain, Italy, Germany and France.
He coached Madrid from 2013-15 before starting his current stint in 2021.