Bozoma Saint John has one of the most impressive résumés of all time. She’s led marketing efforts at nearly every major company, including Netflix, Apple, Uber, PepsiCo, and Endeavor. In addition to her illustrious career as a marketing executive, she’s also the founder and CEO of the wig company Eve by Boz, the author of the best-selling book The Urgent Life, and a recent addition to the cast of the Real Housewives of Beverly Hills. On this episode, she discusses her perspective on style—from growing up with a mother who sewed her a custom prom dress to why she decided to exclusively wear clothing from Black designers on this season of RHOBH. She also dives into how it wasn’t until she began bringing her authentic self to work that she was able to step into her power and negotiate salaries like a badass.

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Natalie Nakase has always loved basketball—and she’s built a successful career on that passion. After playing professionally for a few years, she became a head coach overseas, but eventually moved back to the U.S. with the dream of coaching in the NBA. Over the next decade, Nakase climbed the ranks from video intern to assistant coach for the Clippers. From there, she became the assistant coach for the Las Vegas Aces, leading the team to two championship victories. Now, she’s embarking on a new role as the head coach of the Golden State Valkyries, a brand-new WNBA team. In this episode, we discuss what it’s been like for Natalie to be the “first” so many times in her career, why she accepted an internship in her 30s, and the symbolic reason she wears all-black outfits on game days.

And just like that, season 2 is wrapped! See you next season for more nice talks!

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Many people were first introduced to Ashley Tisdale in the early 2000s when she starred in major Disney projects like The Suite Life of Zack and Cody and High School Musical. Today, in addition to her career as an actor and singer, she’s also the founder of the wellness blog Frenshe and its accompanying product line, Being Frenshe. On this episode, Tisdale discusses how emotional it was to see her product line in Target and why having her products available at an accessible price point was important to her. She also opens up about the red flags in her first “failed” business endeavour and how she used those lessons to make Frenshe a massive success. Additionally, we dive into her style, including how her maternity wardrobe evolved between her first and second pregnancies and her love for statement jackets.

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Jessie Andrews is an actor and the powerhouse entrepreneur behind Basic Swim, Tase Gallery, and the celeb-beloved jewelry line Bagatiba. But her career journey has been a winding one. When she was 18, Andrews became an adult film actor. After shooting over 140 films and winning an AVN award for Best Actress for her performance in Portrait of a Call Girl, she left the industry to pursue DJing and entrepreneurship. In this episode, she discusses the financial benchmark she needed to hit to leave the world of adult film and what it looked like to start over in an unfamiliar industry. Andrews also dives into how she finds design inspiration for her brands and why she feels like the older she gets, the better she gets at saying no.

Note: due to the fires in LA, we will not be releasing an episode on 1/16. We'll be back 1/23 with a new episode.

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Golloria George is a South Sudanese beauty content creator with over 3 million followers and counting. She first rose to fame in 2022 with her The Darkest Shade series where she reviews the darkest foundation shades from makeup brands. George has driven tangible change in the beauty industry by celebrating brands with inclusive shade ranges and calling on others to reformulate their products. In this episode, we explore why she decided to take a hiatus from social media earlier this year—despite it being her primary source of income. George also shares her favorite beauty products, discusses her mentors in the beauty space, and even teases plans for her own makeup line.

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Between her best-selling cookbooks and on-camera instructing, Alison Roman has made a name for herself as the approachable yet straightforward chef who’s determined to teach people how to cook. In addition to her celebrated online presence, in 2023, Alison made an offline career leap and built a grocery store called First Bloom. In this episode, we get into the financial details of how she went from working in restaurants after dropping out of college to building her online brand to self-funding her grocery store. She also discusses the pressure that public figures feel to be content creators in the current media landscape and why she feels her most powerful when she’s writing. We even get into her dream nail-polish partnership and discuss why she’s pushing back against the notion that everything she wears is “saying something.”

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Before Lena Waithe was the lauded entertainment multihyphenate we know today, she admired the industry and its icons. Today, her passion for storytelling shines through in everything she does. In addition to being an Emmy Award–winning writer, actor, and producer, she’s also founded a production company, and, as of last month, embarked on a new venture as the host of the podcast Legacy Talk With Lena Waithe, distributed by Lemonada Media. In this episode, Waithe tells us about her early icons and why she finds it impactful to have conversations with the legends that paved the way for her career. She also dives into how her experience in the industry has shaped her perspective on how we should allocate movie budgets and explains why she views writing a play as a form of taking back her power. We also discuss style and her point of view on fashion, including her emotional connection to her sneaker collection. Plus, find out how Waithe preps for big red carpet moments like the Met Gala.

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In 2023, Brynn Whitfield rocketed to fame as a breakout star in the rebooted The Real Housewives of New York franchise, charming Bravo fans everywhere with her vulnerability and wit. On the show, Whitfield opened up about experiencing financial instability as a child. In this episode, she dives into how that has shaped her relationship with money today and what it's been like having those conversations on national television. There was a lot to discuss when it came to money and power, but we also chat about her incredible style—including how she selected her reunion outfit—and everything she’s learned about fashion from her co-star Jenna Lyons. She even gives us a little teaser about what Bravo fans can expect in the upcoming episodes of RHONY season 15.

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