The CEO Club is an upcoming Prime Video docuseries that shines a spotlight on seven influential women leaders as they balance life, legacy, and their business empires.
The upcoming series follows tennis legend and entrepreneur Serena Williams alongside Latin music icon Thalía, fashion designer Dee Ocleppo Hilfiger, e-commerce pioneer Loren Ridinger, beauty entrepreneur Winnie Harlow, wellness creator Hannah Bronfman, and fashion-lifestyle influencer Isabela Rangel Grutman.
Premiering on February 23, 2026 (via Amazon MGM Studios Press), the show includes how each of these women navigates their personal relationships while focusing on their business empires. But the question most people are wondering about is, who owns the richest business empire among them?
Below, we rank the cast of The CEO Club in terms of business success and estimated net worth, focusing on their major ventures and financial scale.
7. Isabela Rangel Grutman
Isabela in the trailer | Credits: Prime Video
Isabela Rangel Grutman is a fashion designer, model, and entrepreneur who serves as the CEO and founder of her own labels, such as ISA Grutman jewelry and the eco-conscious apparel brand Rangel.
Her net worth is widely estimated in the low millions, around $4M as of 2025, reflecting success in lifestyle and design sectors, but still far below many of her castmates (via NewzCenter). Since there’s no public data about her company’s profits and worth, we have ranked her lowest on the list due to her net worth.
6. Hannah Bronfman
Hannah in the show | Credits: Prime Video
Hannah Bronfman is an American entrepreneur, investor, and lifestyle influencer with ventures such as Beautified (a beauty-services app) and the wellness-oriented brand HBFIT, alongside investments in more than 70 companies (via Tech Crunch).
According to some sources, her net worth is around $5 million (via CitiMuzik). She also operates as a “Founder-Investor,” through Conteur Capital, investing in the wellness and food-tech space. While the exact worth of her business ventures remains unknown, given the multitude of her investments and business empire, we have ranked her seventh.
5. Dee Ocleppo Hilfiger
Dee in a still from the show | Credits: Prime Video
Longtime fashion designer Dee Ocleppo Hilfiger has a multi-decade career in design, including her own brand, Dee Ocleppo Luxury, and decades of industry experience. While her estimated net worth is unknown, her husband, Tommy Hilfiger, has a net worth of $450 million (via Celebrity Net Worth).
Her business is rooted in the high-end luxury market. Recently, she expanded her reach by launching the Mrs. H collection on QVC, moving from “ultra-luxury” to “mass-market luxury.” However, there is no verified estimate for her business venture at this time, but given that it is a luxury brand with products ranging from $190 to $12,000 and more, we have ranked her fifth.
4. Winnie Harlow
Winnie in the show | Credits: Prime Video
Supermodel Winnie Harlow rose to global fame through fashion and modeling but has since added entrepreneurship with her skincare brand Cay Skin, designed to address practical sunscreen use. She currently has a net worth of $5 million (via Celebrity Net Worth).
As for her company, Cay Skin, it secured over $6.5 million in funding in 2022 (via Beauty Matter), making Harlow one of the few Black women to raise such significant venture capital in the beauty space.
3. Thalia
Thalia in a still from the show | Credits: Prime Video
Pop superstar Thalía is one of Latin music’s most enduring global icons. Apart from her music career, she has also built an impressive lifestyle and fashion empire thanks to her own clothing line and beauty products (via Celeb Observer). Currently, she has a net worth of around $60 million.
She partnered with Authentic Brands Group for her apparel label, called the Thalia Sodi brand. According to 2016 estimates, the brand generated $250 million in sales (via WWD).
2. Serena Williams
Tennis legend Serena Williams, who was once one of the highest-paid athletes, has transitioned into one of the most influential business figures among the cast. She founded the Serena Ventures capital fund that supports underrepresented groups and has a portfolio of over 60 companies (via Thomas Net).
Her venture capital fund has backed over 80 companies, including 14 unicorns (startups valued at over $1B) (via Investopedia). As of 2025, Forbes estimates Williams’ personal net worth at about $340–350 million, with the strongest “liquid” influence.
1. Loren Ridinger Wins The CEO Club
Loren in a still from the show | Credits: Prime Video
Loren Ridinger is a veteran entrepreneur best known for co-founding Market America and SHOP.COM, two major e-commerce and direct-selling platforms. Ridinger also launched several beauty and fashion brands, such as Motives Cosmetics, Cellular Laboratories skincare, and jewelry lines.
According to Celebrity Net Worth, her net worth is around $300 million. According to 2017 estimates, Market America had generated over $7.3 billion in sales (via Triad Business Journal). Unlike a boutique brand, Ridinger oversees a massive “UnFranchise” system with a global distribution network. Her business is an infrastructure giant, providing the platform for thousands of other smaller entrepreneurs.
These women represent strong entrepreneurial achievements at various scales, bringing unique perspectives on leadership and business to the new Prime Video series.
RankCast MemberKey VenturesEst. Net WorthBusiness Highlights1Loren RidingerMarket America, SHOP.COM, Motives Cosmetics$300M$7.3B+ sales via global UnFranchise network.2Serena WilliamsSerena Ventures (VC fund)$340-350MBacked 80+ companies, 14 unicorns.3ThalíaThalia Sodi apparel, beauty lines$60M$250M sales (2016 est.).4Winnie HarlowCay Skin (skincare)$5M$6.5M funding raised.5Dee Ocleppo HilfigerDee Ocleppo Luxury, Mrs. H on QVCUnknownLuxury handbags $190-$12K range.6Hannah BronfmanBeautified app, HBFIT, Conteur Capital$5M70+ investments in wellness/food-tech.7Isabela Rangel GrutmanISA Grutman jewelry, Rangel apparel$4MEco-fashion and lifestyle brands.
Which of these women do you think is the most impressive? Let us know in the comments below.
The CEO Club will premiere on February 23, 2026, on Prime Video.
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