It’s often been said that this new chapter for Serena Williams isn’t a “retirement” but an “evolution.” As the mythic fog of her two-decade dominance on the tennis court begins to clear, the shape of that evolution is becoming clear and startling. It’s the life of a high-profile venture capitalist, a global brand partner, a budding technophile, and, above all, a most devoted “real mom.”

In a recent candid panel discussion, Williams pulled back the curtain on a life she describes as “crazy.” It’s a whirlwind of team calls for her company, Serena Ventures, constant travel, and strategic brand work, all anchored by a home routine that even a superhero would respect.

“I have two kids and I’m like a real mom,” Williams shared. “I take them to school, I pick them up, I cook every night… I also prepare meals for my kids so they can eat when I’m away.”

This is the central, breathtaking tension of “Serena, Inc.”: the collision between global ambition and intimate, everyday devotion. And nowhere is that more evident than in one of the most talked-about details of her new life: her daughter Olympia’s internship.

When the interviewer mistakenly suggested that Olympia was interning at her father’s company, Williams quickly issued a strong and loving rebuttal. “No, my daughter is interning at my company,” she clarified. “She needs to see amazing women doing amazing things.”

The statement was delivered with a smile, but it carried the weight of one of her iconic serves. It was a mission statement. While she joked that her husband, a “genius,” could get their daughter an internship over the summer, the rest of the year belonged to her. It was a deliberate choice to model leadership, work ethic, and vision from the ground up, ensuring her daughter had a front-row seat to building her mother’s second empire.

Serena Williams on motherhood, tennis, being a working mom

That empire is built on a single, non-negotiable foundation: authenticity. In an age of ephemeral social media trends and paid endorsements, Williams has built a reputation for being incredibly selective. In today’s world, she explains, there’s simply no other way.

“Now in the age of social media, the new generation, they can really see through the bullshit,” Williams says candidly. “That’s really important, and I think brands have understood that… if it’s not authentic, it’s not going to work.”

For her, this isn’t just a business strategy; it’s a personal rule. She refuses to “go out and talk about something fake.” Instead, she seeks deep, long-term relationships with brands she truly believes in and products she actually uses. It’s a philosophy that has made her one of the most trusted and enduring personal brands in the world, and it serves as a guiding light for her work as an investor.

This “red thread” of authenticity, as she calls it, extends directly to her portfolio at Serena Ventures. She doesn’t just chase the latest “sexy” software trend. In fact, she’s actively pouring resources into vast, underserved markets that others have overlooked. Chief among them: women’s health.

“I think it’s a huge, important part of this conversation,” she says, her passion evident. “That’s half our population… women’s health is something that’s completely neglected.”

She highlighted a landmark investment for her firm in a company called Teal, which recently received FDA approval for an at-home pap smear test. She noted the incredibly long, arduous process of getting a product “that should have existed for women a long time ago” as evidence of a systemic blind spot.

Serena Williams on Championing Young Women in Sports, and the Importance of  Balance | Vogue

But where others see a neglected market, Williams sees a booming opportunity. She credits the new generation for being “comfortable talking about things that weren’t really open in the past,” creating a new demand for information, investment, and innovation. For Williams, this is “the intersection of helping people and being successful at doing it.”

Her other big passion, unsurprisingly, is women’s sports. But here, her patience with the world’s slow “discovery” of female athletes is wearing thin. Williams, who has been investing for 18 years—”long before investing in athletes was popular”—is tired of the narrative that women’s sports are a “new” trend.

“It’s interesting because people are just now paying attention to women’s sports,” she says with a wry smile. “I think, ‘Oh, women’s sports have been around for decades and decades, and we’ve always been great, and you guys are just now realizing it.’ But it’s nice that we’re getting attention now.”

Always a pragmatist, she immediately turned this frustration into a call to action: “The best way to show support is to invest.”

This combination of passion, authenticity, and pragmatism shapes her entire business philosophy. And, of course, it’s the mindset of a champion. In the high-stakes, high-stakes world of venture capital, losing is inevitable. But for Serena Williams, how you handle a loss is what defines you.

She reveals that she applies the same rigorous analytical process from her tennis career directly to her company’s investment mistakes.

“There are some investments that I missed that are huge right now,” she admits. “I think it’s the athlete in me, just going back and understanding. It’s like studying tape, and I bring that to the company.”

This isn’t a metaphor. She holds calls with her team to analyze every “pass” they made on a company that later became successful. “I want to know who passed, why we passed, who was on the call, and we really dig into it.” This ruthless self-evaluation led to a new, game-changing strategy: they now stay in touch with founders they passed on. Building that relationship has allowed them to invest in later funding rounds, turning what would have been a total loss into a big, discounted win. “Sometimes losing is important,” she concludes, “because we learned really valuable lessons.”

Even on a topic as broad as artificial intelligence, her perspective is measured and humane. She sees AI not as a distant threat but as a user-friendly tool that people are already adapting to. While she acknowledges that jobs will be lost, she confidently believes that “other opportunities… will also open up.”

This is the evolution of Serena Williams: a leader with a clear vision for the future, who is building an empire based on authenticity, and who is instilling in her daughter the value of watching “great women doing great things.”

So, what comes next in this tumultuous evolution? After decades of relentless, world-conquering efforts, her answer is perhaps the most humane.

“Time off,” she said with a laugh. “You know, just definitely taking a little break… maybe adding another staff member and then I can take a bigger step back. And that’s the next thing.” For a woman who redefined winning for a generation, perhaps that final, well-deserved “break” will be her greatest victory.