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Chloe Mal
This is the Run Through. I'm Chloe Mal and today we are revisiting a very historic moment, the very first episode of the Run Through. We knew we had to launch the show with a major moment and a major person. So naturally, the perfect guest was the greatest of all time, the goat herself, Serena Williams. Choma and I did this interview back in 2022 when Serena announced her retirement on the COVID of Vogue's September issue. And I have to say, she was so charming and lovely to talk to at her house in Florida. So I'm really excited to listen to this conversation again cause it's been three years. But also it was a big news moment again for Vogue with Serena last week because Serena announced with Vogue that she is on GLP1s. She's on a drug called Zepbound, and she talks about how important it is to be honest and attentive to your body throughout this process if you choose to do it. She's still in the gym all day. And as Margot Ambuba, who wrote the piece, notes, you don't get those six pack abs from taking a GLP one. She is clearly doing all the work. She's eating healthy. She just felt like she could never get back to the baseline she wanted to be after the birth of her two daughters. And it was very frustrating for her since her performance and her body. Performing had been such an important part of her of her life for so long. So it was interesting to hear that perspective on weight loss. And it became a big news moment because for better or for worse, people have been very focused on Serena's body for a long time. So I think that makes it even more interesting to talk to Serena, which three years ago, it was even closer to. It was before the birth of her second daughter and her first daughter, Olympia was a bit younger. And so hearing her talk about motherhood and what she likes to do as a mother and with her kids is fun to look back on. Now here is our interview with Serena Williams. You will hear about motherhood and her role as a business powerhouse and venture capitalist with Serena Ventures. But here's something about Serena you might not know.
Serena Williams
I love comics. I don't know if anyone knows that about me. I've been in love with Marvel Universe for a very long time. So obviously when Black Panther came out, I already knew about it. I've been following in particular, I followed the Avengers for a while before the movies came out. Honestly, it was animation that I followed and then the comics. So I really kind of know all the back History and the backstory of all of them.
Chloe Mal
As a kid or like, as you were older. When did it start?
Serena Williams
As a kid, I was more into DC Comics. Okay, so it goes way, way, way, way back. I mean, I'm talking about the super old Superman from forever ago. But I think everyone fell in love with Marvel. Cause with everything, you know, and they just started hammering out amazing movies. And so ever since I can remember, I've just been a fanatic of comics. And then through that, I just like, obviously started watching animated stuff and then fell in love with Black Panther too. I think everyone fell in love with Black Panther, and I'm pretty much just a comic head. So I like. I liked all the comics.
Chloe Mal
And did. Did your sister like them too? Like, was it a family thing?
Serena Williams
Yeah, she liked them too. We never really collected them, which was a shame, but she always kind of enjoyed them as well. And you know, whenever you can kind of be a superhero in your mind, it just kind of is cool, you know, or you just have this feeling of something greater.
Chelsea Daniel
I've heard you've said before that it's a tie between Iron man and Black Panther as your favorite character. What is it about those two that really sticks out to you? What is it about superheroes that you find endlessly kind of captivating?
Serena Williams
Well, first of all, I love this conversation. Second. Second, you know, one thing I love about the Marvel universe is that a lot of their superheroes are just geniuses and things. I just really think that's really cool. And I mean, I like Black Panther because someone I can relate to. He's black, and that was kind of cool. And it makes you think of Africa and what could have been of Africa and if Africa was able to hold their resources, their natural resources. So, yeah, you know, it just makes you think. I think the whole story of Wakanda just kind of makes you think. I love Iron man too, because, I mean, he's Iron man and he's awesome, and I love how he's a genius. I love how his superpower is like his brain that just like, it's more reasonable in terms of, like, okay, my brain is not. Definitely not my superpower, but I have a better chance of that being my superpower as opposed to, like, being able to fly, you know? So, yeah, I think I like Iron man because he's someone that I think a lot of people can relate to more per se than not.
Chloe Mal
Is Olympia into comics yet?
Serena Williams
She is. And so she wants to watch the Avengers, of course, because I still watch the animated stuff. And they always have new stuff coming out in way different storylines. And she's like, let's watch the Avengers. And I'm like, well, she's five, so maybe not. Might be a little mature. So she watched other superhero shows that are more age appropriate.
Chelsea Daniel
Now let's flashback to when Black Panther first came out. It's a clip from the private screening you hosted.
Serena Williams
I'm glad you guys can make it out. Obviously, this is a huge moment for us and for, you know, black people. We've never had a superhero movie, so we're so excited. I feel like I've waited my whole life for this. And we're happy that we got able to with black girls code to bring you guys out and enjoy this amazing movie. So I'm glad you guys came. I love you, Serena. I love you too. It was a super surprise. They were super, super excited. And we just wanted to make kids smile and be happy and. And just have a black superhero. It was really cool.
Chelsea Daniel
I have to say, to so many people and to me included, I think you've always been a superhero to watch, you know, and I think I was watching some of the clips of you as a little girl and the answers that you gave. It was just incredible to see how much confidence and how much you were in your power at such a young age. I mean, it must be interesting to sort of see all those things resurfaced on social media. And a lot of feelings come up, I'm sure.
Serena Williams
Yeah, I. I am too. Like, how did I say that? Like, why did I say those things at that age? Like, wow, that was so insightful. I always say I was way more mature when I was younger, but, yeah, I don't. I don't know. I'm, like, looking at some of those videos and thinking, wow, what was I. How did I know to do some of those things? You know, it's. It's pretty. Pretty mind blowing.
Chelsea Daniel
Why do you think you were more mature when you were younger?
Serena Williams
Movies like Stepbrothers wasn't funny to me, you know, and, like, you had an old soul, maybe, you know, I was like, but now I think it's the most hilarious thing. And I would be so serious back then. And now I just make jokes. So I'm like, yeah, I was serious.
Chelsea Daniel
Before, so obviously kind of love that you bring this obsession with superheroes into a fashion realm. And let's talk about your famous Wakanda catsuit, the one that you wore at the French Open. Tell me a little bit about where that idea came from. And why you decided to sort of merge your two passions.
Serena Williams
Honestly, I can't take credit for that idea. Nike kind of came up with this fantastic bodysuit. And I've worn bodysuits before, but they were usually shorts. I just had Olympia, and, you know, I was coming back. And also, I have a lot of issues with blood clots. And so, you know, I always wear, like, long pants when I'm practicing and playing at that point. Because if you look back, I think Olympia was, like, six, seven months at the time. She was pretty young. Gosh, I can't believe I played played when she was six months.
Chloe Mal
Me neither.
Chelsea Daniel
I'm impressed.
Serena Williams
Yeah. So basically, it was more of a design to help me with that as well as it was mostly for fashion. When I saw the design, I was just like, I've never worn anything like this.
Chloe Mal
And then for the 2021 MET Gala, you wore an amazing Gucci version of a superhero outfit. It was like an all silver lace bodysuit with pink stars emblazoned on it and an ombre feather cape.
Serena Williams
It was s. Yeah, that I can take no credit for, but a little more, because what they had was something super awesome in lace. And I was like, what if we did, like, this really cool bodysuit? And they were all about it. They thought it was a really good idea. And then they came up with, like, these stars, and, like, they came up with the whole design. And the cape was just insane. Like, I look at that cape every day when I walk in my closet. So it was just like a wow moment. And it was. It was so. Like, it was superhero, because it was kind of the inspiration.
Chelsea Daniel
I mean, let's talk a little bit about Gucci, because I think some of my favorite looks of yours have been Gucci, and you've gone to the Gucci show, and several times. You're kind of a regular. Tell me a bit about what you love about going to Fashion Week and what it is like to sit front row at a Gucci show, especially when you're. When your daughter's also dressed as amazingly as you are.
Serena Williams
You know, that's so cool. And, you know, for me, I'm still like, oh, my goodness, is this too much for her? And then at one point, I was like, I don't know. I don't know. And I just would like, okay, give her the phone to look at. Because I'm like, you know, fashion is very avant garde at times. And I'm like, okay, wait, did I think this through all the way? But ultimately, obviously, I love Gucci They're a really amazing brand. I think they really speak a lot of culture when they design and the thought process that they go through and even talking to like the CEO and Alessandro the designer, it's just like they love what they represent and I think that's why they they are so good at what they do because they embrace what they represent and they love it.
Chelsea Daniel
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Chelsea Daniel
You and Olympia often wear similar outfits. Is she into I get the feeling from your Instagram that she's super into it. Like is she getting dressed up?
Serena Williams
She loves dress up. I'll be like Olympia, what do you want to do? And she's like well I want to wear a dress and I'm like, well, why don't we just wear something like this. This amazing romper. I want to wear a dress. So. And she's always been that way. Even when she was a baby, it was like. And my mom. I remember my mom saying she wants to pick out what she wears, and she's literally always done that. So I think she has, like, a fashion. I think she has something fashion coming up for her.
Chelsea Daniel
Well, yeah, I mean, it definitely runs in the family. Does she ever comment on your looks? Does she ask to be dressed similarly? Cause I think it's pretty adorable.
Serena Williams
No, no, no, no. I'm all about the Serena mommy Serena looks, and so is she. So now that she's like, I want to wear the same same. She says, same, same. Aw.
Chloe Mal
You describe yourself as always wanting to be perfect at everything, but that you're not a perfect mom and that it's been one of the biggest challenges and that you've been constantly trying to be better at that. What would you say has been the most surprising challenge about being a mom?
Serena Williams
Well, I think in the beginning, and still now, it's the guilt, especially in the beginning. You're like, you want to do so much with your baby, and then you realize that you can't, because you still have to, like, live your life and stuff, and that's hard to, like, accept. But at the same time, it's like, all right, well, you know, you're doing your best, and there's nothing wrong with doing your best, and your best can't actually do everything right, you know? And the guilt is real. Like, the guilt of missing something or that's hard to, like, kind of put in words, but it's. It's something that's not very easy, but it's also normal. And I think just understanding that that's normal is super helpful. Right?
Chloe Mal
Do you have, like, coaches for motherhood? Do you have people that you go to and ask for advice?
Serena Williams
My mom, you know, I've obviously always cherished and loved my mom a lot, but I feel like ever since I had a child, it's a different relationship, because it's like that woman knows what she's talking about, you know? And if I ever, ever doubted anything, it's like, I ask her, especially when Olympia is younger, it's like she's sick or she's this. And what do I do? Being a mom is so much about you being just basically, you know, how to swim, but you're just thrown in the deep end, and you just have to swim, and you have to survive. And that's kind of how it. How it is. And so relying on, you know, a network of people that have been moms or have experiences been really, really helpful for me.
Chloe Mal
You've described yourself as, above all, I'm just a mom. Do you feel like your sense of identity has shifted as you move to focus more on your family, away from tennis? Like, I loved in the Vogue piece you open, talking about how Olympia is asking for a sister. Does that feel like more who you are going to be, or does it always remain different parts of you that sort of exist side by side?
Serena Williams
Gosh, I don't know. I think it's, you know, that saying, too soon. Too soon. Yeah. Yeah, it's too soon. I'm trying to figure out, like, I just was talking to Olympia. I'm like, okay, I'm going to try to take at least. Because I'm still running a whole business. I'm like, okay, I'm going to try to take one day off a week where I'm with you. And I just work on my phone break times, and I'm not necessarily taking calls. I'm still. It's a still work in progress because I do run a company, and I'm just trying to figure out how. How to make that the best, you know, and so. But at the same time, I've been working my whole life, so I'm also like, I really want to spend time with Olympia. So, yeah, I'm still trying to find that balance.
Chloe Mal
Like, if you take a day a week off, what does that look like with you and Olympia? What does she love to do with you? What's the ideal itinerary for a fun day together?
Serena Williams
I don't know. She loves to play babies where we just sit and talk babies. And we have little dolls like Quay Kuei.
Chelsea Daniel
And. Yes, the book. We love the book.
Serena Williams
Thank you. And then we just literally pretend, and it's just like, maybe not my favorite game, but you know, it's hers, and so that's what matters. Yeah.
Chelsea Daniel
Tell us a bit more about Kwei. Kwei and the book.
Chloe Mal
And how did Olympia help?
Serena Williams
So Olympia thinks the character in the book is her. And I'm like, it's not really you, because Olympia, the baby in the book is like seven, and you're five, and you just turned five. And she's like, no, that's me. And so it's really funny. And then she gets a little upset when I say that it's not her, but I just think it's the funniest thing ever so. Cause I remember when I was young, we had to use our imagination so much, you know, and so it'd be really good to have a book where, you know, we're really using our imagination. And then not only that, just believing in yourself and then like, having your doll. Cause I always. I grew up talking to dolls my whole life, and I loved dolls growing up.
Chloe Mal
I know, me too.
Serena Williams
And my dolls, like, would tell me things and, you know, it was like your imaginary friend. So I felt like a lot of kids would be able to relate to that, especially moms that are talking or dads reading them stories at night. And so I thought it was really a good way to kind of segment to a different chapter of Kwei Kue and what she was doing.
Chelsea Daniel
I mean, I love that Kweke probably has more followers than most influencers. Like, were you surprised at the response or was it what you just sort of felt intuitively that this would strike a chord with people?
Serena Williams
Yeah, I'm always surprised. You know, it's always like, oh my goodness, I really can't believe this. But that's just me. And you're just so grateful, you know, to like, even have that opportunity. But Quakeway has so many followers. It's like, seriously, it's a name. Right? And so. And so many people say that they love the doll and, you know, having a black doll, how cool it is. That actually is, you know, a character and it's just different, you know. And so that's what we wanted to do. And that was. And it worked out. And for the most part, it's just been really interesting to have. Have it all kind of come together.
Chelsea Daniel
You're extremely busy. It's just one of many things on your plate. I'm really curious about Serena Ventures and which companies you're currently investing in.
Chloe Mal
And I loved reading about how you went to a conference and were shocked by the tiny percentage of investment in black and female companies and that that sort of inspired you to start this, that you wanted to change what that percentage looked like.
Serena Williams
Yeah. So for me, I've always been investing. Actually, a lot of people don't know. I've invested in a lot of companies. I think I've. In my personal portfolio, it's like 70 something companies. And I've been doing that for 10 years now. And so a few years ago, I went to a conference and this lady was on stage and she mentioned that less than 2% at the time of women got VC money. I actually thought she misspoke. Wow. Because my mind literally couldn't understand that that was a true fact. And because I'm thinking there's billions and honestly over trillions of dollars. Right. Of money that's being invested in particular when it comes to vc. I talked to her after and she was like, no, this is true, Serena. And I was like, oh my goodness. Embarrassed. And then, wow, I had no idea. And so kind of prior to that, one of my mentors told me I need to if I want to be a better investor, I need to like, have a thesis, like invest for a reason. And I didn't have a reason. I just like to invest in companies. I liked early startup. And so I was like, I don't even know what you're talking about, but I'm.
Chloe Mal
That's good advice.
Serena Williams
It was really good advice. And so literally after he told me that, it was like a week later or two weeks later that I ran into this and I was like, this is what needs to happen. I need to. The only way to change that 2% number is to have women writing checks and writing the big checks and having women invest. Because like attracts like. And the reason I think that number is so different from between 98% going to one type and then less than 2% is going either women and people of color is because like attracts like. It's mostly men writing the checks, is mostly men doing the investing. And there's a ton of women that do it. But. And so for me, in order to change that is chain is to start at the top of the chain and just have women write checks. But at the same time, we invest in everybody. Because I feel like diversity is really important. Yeah. And I feel like there are firms out there that only invest in women and only invest in people of color. We invest in everyone.
Chelsea Daniel
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Chloe Mal
You've talked about mentors and inspirations in tennis, Venus, Billie Jean King. Are there new women as you're getting older, looking to new things that are sort of new mentors for you that you're really looking to for advice or just for inspiration?
Serena Williams
There's so many women mentors that I have and that I do lean on. And with that being said, I. I have a ton of male Mentors as well. That really has grabbed my hand and helped me through it. And I think some of the point that's missed often is we need not only women to believe in us, but we also need men to believe in us as well because they're in different positions and they can advocate for us in a different way. So I think it's important to have mentors in both and you can learn and see different points of view from both angles.
Chelsea Daniel
Well, you have some in house help too. I forget about your wonderful husband who's always on the sidelines and is incredible.
Serena Williams
We do. I try not to go for him for too much or else I would be only talking business with him. So we really keep it very separate. But every now and then I'll be like, babe, do you what do you think about this company? And he'll tell me the history and I'll be like, okay, thanks. And that's literally it. And he doesn't ask my advice too much, but as he shouldn't. He's like a megastar in this industry. But yeah, so it's. Yeah, it's pretty fun.
Chloe Mal
What does a day to day look like for you now?
Serena Williams
I don't know. Too soon. Too soon. As of now, too soon. I'm still working on my day to day. I think it'll take me at least, you know, eight months to get to my day to day because I've been doing what I've been doing for 40 years. So I give myself a year to get to my normal. But yeah, I definitely work. I went for a run today because I'm like, I want to stay fit. I want to stay fit. Oh, and Venice asked me to hit with her because she's still on tour and she's like, do you want to. We're going on vacation. She's like, will you hit with me there? And I'm like, absolutely cringing. But I'm like, I'll do it.
Chloe Mal
So do you think you'll thing for like, for fitness? Like, what's the workout plan after you don't have to work out as your job, right?
Serena Williams
I don't know. That's what I'm trying to figure out now. Like, what is that plan and what is that like happy Medium? Because I definitely want to stay fit. And then I'm like, darn, I can't eat everything now because I'm not practicing and playing. I'm not playing five hours a day. So I'm like, okay. That's why I'm like drinking this big gallon thing. Of water.
Chelsea Daniel
I never get through those things.
Serena Williams
I usually don't, but I. I would say I get through 50 of the time, which is not bad. It's good, right? I don't know. I'm just, like, trying to figure out my new normal. But I'm excited. I'm really excited to figure out my new normal and spend time with Olympia. And I want to take a vacation where I don't travel with tennis rackets, even though Venus wants me to travel with tennis rackets for this vacation.
Chelsea Daniel
Well deserved. Vacation. Well deserved.
Serena Williams
Yeah.
Chloe Mal
Well, we're going to let you go, but we just want to thank you so, so much for chatting with us. We've been really looking forward to it, and it's such a treat. And we have two goofy questions to ask you before you leave. What's your biggest fashion faux pas or, like, biggest fashion regret that you have?
Serena Williams
I don't have fashion regrets.
Chloe Mal
Oh, good answer.
Serena Williams
Fashion is about time. And then like, the things you WORE in the 90s or the 2000s, I should say that was cool at the time and it was amazing. And it's a cringe maybe now, but it's gonna be back in style and then we're gonna look back a long time ago and say, wow, we looked good and wow, you know, so I don't have any fashion regrets and I've worn some really awful things, but, you know, that's what I was expressing at the time. And I'm leaning into that.
Chloe Mal
That is the right answer.
Chelsea Daniel
And we have one more. If you had to pick one piece of clothing to bring to a desert island, what would it be?
Serena Williams
It can't be my phone.
Chloe Mal
No.
Chelsea Daniel
No technology, no piece of clothing. Fashion.
Serena Williams
I would do, like, a wrap, like, just a lot of material.
Chloe Mal
All right, that's smart.
Serena Williams
So I can make a dress out of it. I can make a skirt out of it. I can make a sarong out of it. Like, there's ways I could go with it, and then I could even cut. I could make myself a knife and cut it and, like, design something. See, that's designer in me. Perfect. Thank you.
Chelsea Daniel
Thank you so much, Serena. It's been a real pleasure.
Serena Williams
Thank you.
Chloe Mal
The Run through is produced by Chelsea Daniel, Alex DePalma and Stephanie Kariuki. It's engineered by Pran Bandy and James Yost. It is mixed by Mike Kutchman. Chris Bannon is Conde Nast's head of Global audio.
Chelsea Daniel
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Episode: Serena Williams's New Normal Is About Confidence
Date: August 28, 2025
Hosts: Chioma Nnadi & Chloe Malle
Guest: Serena Williams
In this episode, Vogue revisits their very first Run-Through interview with Serena Williams from 2022, reflecting on her evolution as a retired tennis icon, mother, businesswoman, and advocate for confidence and authenticity. The conversation delves into Serena’s lifelong love of comics, her journey into motherhood, fashion as self-expression, her business acumen with Serena Ventures, and her honest thoughts about navigating life post-tennis.
Serena’s early love for comics: She reveals a deep connection with both DC and Marvel, sharing that her introduction started as a child with older Superman issues, then deepening into Marvel fandom with the rise of the cinematic universe.
Representation & Superheroes: Serena emphasizes identification with Black Panther and Iron Man, noting the cultural and intellectual aspects that resonate with her.
"I love Black Panther because someone I can relate to—he’s black, and that was kind of cool. It makes you think of Africa and what could have been if Africa was able to hold their resources, their natural resources."
— Serena Williams (03:51)
Olympia’s budding interests: Serena laughs about navigating age-appropriate comics and Olympia's early love of dress-up and fashion.
Honesty about the challenges of motherhood: She details her internal struggles with “mom guilt,” and the surprising ways her relationship with her own mother has evolved now that she is a parent.
"Being a mom is so much about... you know how to swim, but you’re just thrown in the deep end, and you just have to swim, and you have to survive."
— Serena Williams (13:45)
Balance between career and parenting: She describes the ongoing process of negotiating time for family and work—especially as she transitions out of tennis.
"I'm still trying to find that balance."
— Serena Williams (14:49)
Superhero-inspired fashion: Serena recounts how her famous Wakanda catsuit at the French Open blended function (support for blood clots after childbirth) and superhero confidence. Similarly, for the 2021 MET Gala, Serena collaborated with Gucci to channel a superhero look.
"[The Gucci cape] was superhero, because it was kind of the inspiration…I look at that cape every day."
— Serena Williams (08:19)
Matching mother-daughter looks: Olympia loves to get dressed up (“same, same!”), a joy Serena shares on social media.
Attitude toward Fashion Regrets:
"Fashion is about time…things you wore in the 90s or the 2000s—that was cool at the time and it was amazing … I don’t have any fashion regrets."
— Serena Williams (23:49)
Serena Ventures and investing with purpose: Serena describes the shock of learning how little venture capital goes to women and people of color, prompting her to invest with a mission to change those statistics.
"The only way to change that 2% number is to have women writing checks and writing the big checks and having women invest. Because like attracts like."
— Serena Williams (19:13)
Mentorship & Support Networks: She highlights the importance of both male and female mentors, and the evolving dynamic with her husband as they both operate in high-level business spheres.
"We need not only women to believe in us, but we also need men to believe in us as well because they're in different positions, and they can advocate for us in a different way." — Serena Williams (20:50)
Life post-tennis: Serena is candid about the uncertainty and self-discovery involved in her current phase, from adjusting fitness routines to spending more time with family and defining a new day-to-day structure.
“I’m just, like, trying to figure out my new normal. But I’m excited. I’m really excited to figure out my new normal and spend time with Olympia.”
— Serena Williams (23:05)
On future priorities: She’s eager to take a real vacation (without tennis rackets) and explore life beyond relentless performance.
“Whenever you can kind of be a superhero in your mind, it just kind of is cool… or you just have this feeling of something greater.”
— Serena Williams (03:21)
On childhood confidence:
“How did I say that? Why did I say those things at that age? Like, wow, that was so insightful. I always say I was way more mature when I was younger.”
— Serena Williams (06:22)
On fashion risk-taking:
"I've worn some really awful things, but, you know, that’s what I was expressing at the time. And I’m leaning into that."
— Serena Williams (23:51)
Desert island pick:
"I would do, like, a wrap, like just a lot of material. So I can make a dress out of it. I can make a skirt out of it. I can make a sarong out of it…see, that's the designer in me."
— Serena Williams (24:33)
The conversation is warm, candid, and wry, blending nostalgia, humor, and vulnerability. Serena’s perspective is rooted in self-reflection and a deep awareness of her cultural visibility; she encourages confidence, embracing imperfection, and the value of forging your own path—on the court, in the boardroom, and at home.
This episode is both a celebration of Serena’s extraordinary journey and an honest exploration of what comes next beyond public greatness—anchored by her commitment to family, community, and unapologetic self-expression.