DiscoverCreative Business Mindset™Episode 29 AI Meets Fashion: How Anya Cheng Built TAELOR Into a Game Changing Fashion Startup
Episode 29 AI Meets Fashion: How Anya Cheng Built TAELOR Into a Game Changing Fashion Startup

Episode 29 AI Meets Fashion: How Anya Cheng Built TAELOR Into a Game Changing Fashion Startup

Update: 2025-10-24
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Episode Summary


What happens when a former tech executive at Meta, eBay, Target, and McDonald’s sets her sights on solving one of the most overlooked problems in fashion? You get TAELOR, the AI-powered menswear rental startup that is redefining style, laundry, and confidence for busy professionals.

In this inspiring episode, Anya Cheng, CEO and Founder of TAELOR, shares her powerful story. From arriving in the U.S. with no English to launching Facebook and Instagram shopping, and now building a company that solves a real problem for men who want to look sharp without the stress of shopping or laundry.

We talk about resilience, reinvention, and the real reason most startups fail. This episode is full of insight, energy, and practical business wisdom.

What You Will Learn

✔️ Why TAELOR is more than a fashion subscription. It is confidence on autopilot
 ✔️ The surprising way Anya landed her first job with zero connections
 ✔️ Why menswear rental is not just Rent the Runway for men
 ✔️ How AI helps clients feel ready to win in court, on dates, or in the boardroom
 ✔️ The biggest mindset challenge every first-time founder faces
 ✔️ How to build a business by solving a real problem
 ✔️ Why knowing your customer is more powerful than knowing your competition


Favorite Quotes from Anya

"People aren’t buying clothes. They are buying a chance to succeed."
 "Use your superpower. When you are operating in your strength, fear cannot lead."
 "Most failed fashion startups didn’t fail because of the idea. They failed because they were not scalable. That is where AI comes in."


About TAELOR

TAELOR is an AI-powered menswear rental subscription that makes style effortless. For a monthly fee, busy men receive a curated wardrobe without shopping, laundry, or decision fatigue. Think of it as Netflix for clothes. No commitment, just confidence.

Use code PODCAST25 to receive 25 percent off your first month
Use code PODCASTGIFT for 10 percent off any gift card

Visit www.taelor.style
Connect with Anya Cheng

anya@taelor.ai
 www.taelor.style

https://www.jokedurojaiye.me/the-podcast

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Episode 29 AI Meets Fashion: How Anya Cheng Built TAELOR Into a Game Changing Fashion Startup

Episode 29 AI Meets Fashion: How Anya Cheng Built TAELOR Into a Game Changing Fashion Startup

Joké Durojaiye