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.



Defiant Postecoglou Earns Some Respite as Tottenham Keep Season Alive

Football - Europa League - Quarter-final - Second Leg - Eintracht Frankfurt v Tottenham Hotspur - Deutsche Bank Park, Frankfurt, Germany - April 17, 2025 Tottenham Hotspur manager Ange Postecoglou before the match. (Reuters)
Football - Europa League - Quarter-final - Second Leg - Eintracht Frankfurt v Tottenham Hotspur - Deutsche Bank Park, Frankfurt, Germany - April 17, 2025 Tottenham Hotspur manager Ange Postecoglou before the match. (Reuters)
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Defiant Postecoglou Earns Some Respite as Tottenham Keep Season Alive

Football - Europa League - Quarter-final - Second Leg - Eintracht Frankfurt v Tottenham Hotspur - Deutsche Bank Park, Frankfurt, Germany - April 17, 2025 Tottenham Hotspur manager Ange Postecoglou before the match. (Reuters)
Football - Europa League - Quarter-final - Second Leg - Eintracht Frankfurt v Tottenham Hotspur - Deutsche Bank Park, Frankfurt, Germany - April 17, 2025 Tottenham Hotspur manager Ange Postecoglou before the match. (Reuters)

Ange Postecoglou has not had much to smile about in his second season as manager of Tottenham Hotspur but the under-pressure Australian now stands three games away from delivering the club's first silverware for 17 years.

The 59-year-old former Celtic manager has been mocked for his claim that he always wins a trophy in his second season with a club, especially with Tottenham on course for their worst Premier League finish since 1994.

His tactics have been regularly questioned and had Thursday's Europa League quarter-final away to Eintracht Frankfurt gone badly it might have spelt a hasty end to his tenure. Instead, Tottenham rolled up their sleeves and dug out a 1-0 victory for a 2-1 aggregate win.

With a two-legged semi-final against Norwegian outsiders Bodo/Glimt to come, Postecoglou appears to have bought himself some time and he was not shy in stating that fact.

"I think I said yesterday, I am the same manager today that I was yesterday so if people think us winning tonight makes me a better manager or whoever thinks I wasn't doing a good job yesterday, should be feeling the same way," he told reporters.

"I don't care, it doesn't bother me, it doesn't affect what I do. For me, it's always about the dressing room. Do the players believe? Do the staff believe?

"So, unfortunately for a lot of you, you're going to have to put up with me for a little bit longer, mate."

Tottenham have lost 17 of their 32 Premier League games this season and are 15th in the table and not mathematically safe from relegation. They have been criticized for being easy to score against, as was the case in the 4-2 loss to Wolverhampton Wanderers last week, but on Thursday they went back to basics and defended stubbornly in the face of Frankfurt pressure.

Whether or not it ends up being a turning point in Postecoglou's reign remains to be seen, but for now the gloom that has enveloped the north London club has lifted.

"Look, we can't get too far ahead of ourselves. We're in the semi-final and will play a difficult opponent in the semi, but it's not about my belief in the team," he said.

"What's more important is the belief the team has had because after a season like ours, it would be very easy for the players and staff, they could have left me in a pretty vulnerable place in terms of them splintering, but I've never felt that (even) with all the noise around our season."

Tottenham host Bodo/Glimt on May 1 with the return a week later. They are at home to high-flying Nottingham Forest in the Premier League on Monday.