Anya Cheng: AI in Fashion, Networking Your Way to Success & Leaving Big Tech

Anya Cheng: AI in Fashion, Networking Your Way to Success & Leaving Big Tech

Anya Cheng is the Founder and CEO of Taelor, a leading men's clothing subscription service that provides personal styling and curated rentals, powered by expert stylists and AI. A Girls in Tech 40 Under 40 honoree, she previously led eCommerce and digital innovation teams at Meta, eBay, Target, and McDonald's.


Experience effortless style with rental and personal styling services:


Taelor: Get 25% OFF your first month of men's clothing subscription.

Use code: PODCAST25

Sign up at: https://taelor.style/pages/membership


Armoire: Get 50% OFF your first month of women's clothing subscription.

Use code: ArmoirexTaelor

Sign up at: https://www.armoire.style/refer/ArmoirexTaelor


Give the gift of time, convenience, and effortless style:


Taelor Gift Cards: Get 10% OFF Use code: PODCASTGIFT

Purchase at: https://taelor.style/products/menswear-rental-gift-card


In this conversation, we explore:

  • The transition from big tech to startup life
  • How AI and unique data give startups a competitive edge
  • Challenges of being an immigrant entrepreneur
  • The fast fashion dilemma and how Taelor is tackling it
  • Writing as a tool for stress relief and legacy building


EPISODE LINKS:


TIMESTAMPS:00:00:00 Intro and background00:01:03 From Big Tech to Entrepreneurship00:03:20 Networking and Building Relationships00:05:38 Obstacles as an Immigrant in the US00:13:56 Taelor: AI-Powered Menswear Rental00:19:48 The Fast Fashion Conundrum00:20:20 Challenges in the Rental Fashion Market00:24:21 AI's Role in Fashion and Business00:24:38 Founding and Growing Taelor00:25:54 AI and Investment00:27:10 Unique Data00:36:03 Authoring Books and Giving Back00:40:14 Closing

CONNECT:


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