Still Figuring it Out: Uncertainty, Entrepreneurship, and Success

Tina Schuricht • November 5, 2026

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Still Figuring It Out: Uncertainty, Entrepreneurship, and Success with Craig Chadwell

Craig Chadwell podcast promo with headshot, purple audio waves, and Success Your Way logo

What happens when you leave corporate life and suddenly have to sell yourself instead of relying on your job title?


Craig Chadwell joins Yifat and Tina for some real talk about making the leap into independent consulting and the challenges that come with it. They talk about the anxiety of finding the next client, dealing with rejection and ghosting, and why selling your own expertise can feel so personal.


The conversation also explores the value of genuine relationships, finding networking opportunities that feel natural, and learning to build a business in a way that works for you. And even after years of working independently, all three agree on one thing: they're still figuring it out.


Check out the Episode

About Craig

A seasoned product leader, Craig provides fractional support for organizations needing immediate expertise in Product Management, Product Marketing, or Product Operations. Over the course of his career, he has worked in both startup and corporate environments bringing rigor and clarity to product and pricing strategy, messaging, and competitive analysis. Drawing from an early background in rapidly scaling operations he specializes in identifying and resolving the strategic bottlenecks that hinder a product or service from reaching its full potential. Based in North Carolina, he has worked in leadership roles at organizations like SoftIron, Lenovo, and NetApp.

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