Trading Secrets

306. From Swiftie to CEO: How Olivia Levin Built a Bestseller and Six-Figure Creator Business Around Taylor Swift

June 8, 2026·1h 1m
Episode Description from the Publisher

This week on Trading Secrets, Jason Tartick is joined by entrepreneur, creator, and New York Times bestselling author Olivia Levin. What started as a Taylor Swift fan account at age 13 has evolved into one of the most influential fan communities on the internet, with over 630,000 followers, major brand partnerships, a thriving ticketing business, and a bestselling book, The Story of Us.Olivia shares the incredible story of how a difficult season of layoffs, loss, and uncertainty led her to bet on herself, turn her passion into a full-time career, and build a business at the center of the creator economy. She breaks down the realities of monetizing a niche audience, securing brand deals, helping fans access face-value concert tickets, landing a publishing deal with Simon & Schuster, and consulting artists on fan engagement strategies.Plus, Jason and Kathryn dive into the power of fandom, Taylor Swift's business genius, creator monetization, entrepreneurship, community-building, and what Olivia has learned from spending more than a decade at the heart of one of the world's most passionate fan bases.Whether you're a Swiftie, creator, entrepreneur, or simply curious about how passion can become profit, this episode is packed with lessons on business, branding, and building a career on your own terms.

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