How to Talk So People Actually Listen | Anya Cheng on Communication, Fashion & Taelor AI | JTL137

Why do some people instantly grab attention while others get ignored, even when they’re smart?

In this episode of Journey To Legacy, host Wayne Veldsman sits down with Anya Cheng, Founder & CEO of Taelor AI, to break down how to talk so people actually listen — in business, marketing, sales, leadership, and life.

Anya shares powerful lessons from her journey working at Meta, eBay, Target, and McDonald’s, and how she now uses AI and hyper-personalization to help people feel understood, confident, and supported — not just marketed to.

You’ll learn why personalization beats persuasion, how to adapt your message to who you’re talking to, and why great communication isn’t about talking more — it’s about listening better.

This conversation is packed with practical insights for entrepreneurs, founders, marketers, educators, and leaders who want to connect more deeply and communicate with impact.

🎯 What You’ll Learn in This Episode:
Why people stop listening — even when you have the right message
The 4 communication archetypes and how to adapt to each one
How hyper-personalization builds trust in marketing and sales
Why customers aren’t buying products — they’re buying confidence and ease
How feedback loops create better businesses (and better relationships)
Why doing one thing really well beats trying to do everything

👤 About Our Guest:

Anya Cheng is the Founder & CEO of Taelor AI, an AI-powered men’s clothing subscription and personal styling service. She’s a Silicon Valley entrepreneur, former product leader at Meta and eBay, a two-time TEDx speaker, best-selling author, and university lecturer.

Taelor’s mission is simple: help people look good, save time, and show up with confidence, sustainably.

🔗 Special Offers for Listeners

🎽 Taelor (Men’s Clothing Subscription)
Get 25% OFF your first month
Use code: PODCAST25
👉 https://taelor.style/

🎁 Taelor Gift Cards
Get 10% OFF
Use code: PODCASTGIFT
👉 https://taelor.style/products/menswea...


🎙️ About the Show
Journey To Legacy features honest conversations with purpose-driven founders, creators, and leaders about the journey, the struggle, and the legacy they’re building right now.

Legacy isn’t what happens later. It’s what you build today.

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