Episode #133 How Taelor Is Changing the $140B Men’s Fashion Market
Wed Feb 04 2026
Is personalization just a "nice-to-have" or the entire game?
In this episode of Bridge the Gap, we sit down with Anya Cheng, Founder & CEO of Taelor, to explore how she’s using AI to change the $140B men’s fashion market without owning a single piece of inventory.
We cover the harsh reality of moving from big tech giants to the founder trenches, the zero-inventory model, and how to use customer data to fix the massive waste problem in the fashion industry.
Key Highlights
✓ Why Go-To-Market strategies from Meta don’t work for startups
✓ The Tesla Rule: Selling the goal vs. the product
✓ How to build a zero-inventory model with high margins
✓ Solving decision fatigue for the 42% of men who hate shopping
✓ Using rental data to reduce landfill waste and help brands forecast
If you are a founder looking for a wedge in a crowded market or a GTM leader wanting to understand the future of AI personalization, this episode is for you.
Connect with Anya - anyacheng
Sponsor Info:
We are proudly supported by Sendoso - Where Thoughtful Gifting Drives Results!
Learn more about Sendoso today at https://www.sendoso.com…
ZoomInfo is another proud sponsor: https://www.zoominfo.com/gtm?utm_sour...
🎁 Lastly, we have a gift for you! We’re tired of seeing people getting critical GTM components wrong. Need help with your ICP, Buyer Persona, and Value Prop? Tired of the s****y “resources” people “give away” to gain followers?
We’ve developed a tool that creates your basic GTM Foundations (ICP, BP, abd Value Prop) for you. Snag it here.
More
Is personalization just a "nice-to-have" or the entire game? In this episode of Bridge the Gap, we sit down with Anya Cheng, Founder & CEO of Taelor, to explore how she’s using AI to change the $140B men’s fashion market without owning a single piece of inventory. We cover the harsh reality of moving from big tech giants to the founder trenches, the zero-inventory model, and how to use customer data to fix the massive waste problem in the fashion industry. Key Highlights ✓ Why Go-To-Market strategies from Meta don’t work for startups ✓ The Tesla Rule: Selling the goal vs. the product ✓ How to build a zero-inventory model with high margins ✓ Solving decision fatigue for the 42% of men who hate shopping ✓ Using rental data to reduce landfill waste and help brands forecast If you are a founder looking for a wedge in a crowded market or a GTM leader wanting to understand the future of AI personalization, this episode is for you. Connect with Anya - anyacheng Sponsor Info: We are proudly supported by Sendoso - Where Thoughtful Gifting Drives Results! Learn more about Sendoso today at https://www.sendoso.com… ZoomInfo is another proud sponsor: https://www.zoominfo.com/gtm?utm_sour... 🎁 Lastly, we have a gift for you! We’re tired of seeing people getting critical GTM components wrong. Need help with your ICP, Buyer Persona, and Value Prop? Tired of the s****y “resources” people “give away” to gain followers? We’ve developed a tool that creates your basic GTM Foundations (ICP, BP, abd Value Prop) for you. Snag it here.