How Natasha Oakley & Devin Brugman Turned a Bikini Instagram into a Global Brand

In this week’s episode, Valeria sits down with Natasha Oakley and Devin Brugman, best friends and co-founders of Monday Swimwear, for an honest and energizing conversation about building a business, growing through friendship, and redefining leadership. Natasha and Devin open up about the rare bond that has held them together for over a decade, one built on unwavering trust, shared values, and deep emotional loyalty. They reveal how they’ve come to trust each other even more than their romantic partners, and why that unshakable connection is the foundation for everything they’ve built. The trio also explores how they launched a globally recognized brand without formal fashion training, what it means to lead as women, manage teams with heart, and stay grounded while scaling a company. From navigating dating in your 30s and freezing eggs to staying obsessed with work and each other, this episode is a love letter to ambition, authenticity, and choosing the people who lift you higher. Follow Tash: https://www.instagram.com/tashoakley/ Follow Devin: https://www.instagram.com/devinbrugman/ Follow Monday Swimwear: https://www.instagram.com/mondayswimwear/ Shop Monday Swimwear: https://mondayswimwear.com/ Book Recommendations: Excessively Obsessed by Tash Oakley https://a.co/d/aski91P The Power of Now by Ekchart Tolle https://a.co/d/8DeuoAV Sex at Dawn by Christopher Ryan https://a.co/d/2ZiptCN Good Morning, Monster by Catherine Gildiner https://a.co/d/3ud8vUW Attached by Amir Levine and Rachel Heller https://a.co/d/ivLtVkS Only Love Is Real: A Story of Soulmates Reunited by Dr. Brian Weiss https://a.co/d/4nVFYrT The ONE Thing: The Surprisingly Simple Truth Behind Extraordinary Results by Gary Keller and Jay Papasan https://a.co/d/4LEoWHX The Diary of a CEO by Steven Bartlett https://a.co/d/iS1jwER Shop my look from this episode: https://shopmy.us/collections/1898265 Follow me: https://www.instagram.com/valerialipovetsky/ What we talked about: 01:00: Swim Week in Miami04:00: How Tash and Devin first met 07:00: Building a business on friendship and trust 12:00: The secret to their communication style 14:00: Managing team dynamics with empathy 20:00: The Bikini A Day origin story 24:00: Designing swimwear that actually fits 31:00: Choosing partners 34:00: How Monday Swimwear became the standard 38:00: Dating in your 30s with clarity 41:00: Freezing eggs and taking the pressure off 47:00: Opening a store and staying playful 51:30: Wellness habits that keep them grounded 54:00: Advice for aspiring influencers 56:00: Running a brand that lasts Learn more about your ad choices. Visit megaphone.fm/adchoices