How Taelor Is Redefining Style Through Data, Design, and Convenience - Phoebe Tan

In this episode of Making Cents of It All, Jesse sits down with Phoebe Tan, CEO and co‑founder of Taelor, the men’s clothing rental subscription service recognized by GQ as one of the best in the industry. Phoebe shares how Taelor is transforming men’s fashion, using AI‑powered styling, data‑driven personalization, and sustainable rental models to help men dress better with less effort.Jesse and Phoebe explore the rise of fashion‑tech startups, the growing demand for men’s clothing rental services, and how Taelor’s subscription model is changing the way consumers think about convenience, confidence, and wardrobe management. Phoebe also discusses the challenges of scaling a tech‑enabled fashion brand, what she’s learned as a founder, and why sustainability and smart design are shaping the future of the apparel industry.If you’re interested in entrepreneurship, fashion innovation, AI in retail, or the evolution of subscription‑based clothing services, this episode offers valuable insights into how technology is redefining everyday style.