How Tiyon Simpson Helps Entrepreneurs Find the How After the Why episode artwork

EPISODE · May 1, 2026 · 26 MIN

How Tiyon Simpson Helps Entrepreneurs Find the How After the Why

from How to Scale a Business

Tiyon Simpson shares how personal branding and positioning help entrepreneurs stand out in a market where AI makes it easy for businesses to look and sound the same. He explains why many teams overuse AI in a way that strips out creativity and human connection, and why audiences are increasingly hungry for authenticity. Tiyon breaks down what a brand really is, how to start with the why before the how, and how to use AI as a tool to accelerate strategy and execution without sacrificing craft. The conversation also covers the importance of community, real relationships, and client care as long-term differentiators when scaling a business.Chapters:(00:00:00) Helping clients find the how after the why(00:00:35) Tiyon’s background and the move into entrepreneurship(00:01:45) AI in the creative space and what is changing(00:02:20) The biggest rebranding mistakes in a post-AI world(00:03:05) Overusing AI and why brands start to sound the same(00:05:15) A real client example of “AI copying” and why authenticity matters(00:10:10) What a brand actually is (what people say when you are not there)(00:12:05) Why the why comes before the how(00:15:10) Why people want real stories and real connection(00:20:10) The right way to use AI as leverage, not a shortcutLinks And Resources:WebsiteTiyon Simpson on LinkedInAmplafy MediaHector Santiesteban on LinkedInHector Santiesteban on TwitterThanks so much for joining us this week. Want to subscribe to How to Scale a Business? Have some feedback you’d like to share? Connect with us on iTunes and leave us a review!

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