What happens when the person who helped billions shop online decides to reinvent how we consume?

In this episode of The Raygacy Show, I sit down with Anya Cheng — Founder & CEO of Taelor, an AI-powered men’s clothing subscription platform championing sustainable fashion.

Before launching her own venture, Anya played a pivotal role in shaping global commerce. She helped launch Facebook and Instagram Shopping at Meta, led new business expansion at eBay, scaled McDonald’s global food delivery at McDonald’s, and drove mobile commerce Innovation at Target.

But this conversation goes beyond her résumé.

We explore:

1. The psychology of leaving corporate prestige to build your own vision
2. Whether AI enhances individuality — or standardizes identity
3. The tension between Growth and sustainability
4. Data vs intuition in billion-dollar decisions
5. The hidden cost of high performance in Silicon Valley
6. The responsibility tech founders carry in shaping human behavior

Anya shares the mindset shifts required to transition from Fortune 500 executive to startup founder — and why intentional innovation matters more than speed.

If you care about AI, entrepreneurship, sustainability, leadership, or the future of commerce, this episode will challenge how you think about scale, identity, and Legacy.

Because Technology alone isn’t the future.

Conscious technology is.

Learn more about Anya Cheng:

LinkedIn- https://www.linkedin.com/in/anyacheng

IG- https://www.instagram.com/anyacheng_siliconvalley/

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