Hiring is one of the most expensive lessons a design firm will ever lear and it’s rarely because the person was “bad.” In this episode, Cheryl and Liz unpack the real reason team hires go sideways: confusing likability with fit, and potential with performance. This is real deal what is happening in our firm now and were owning up to our mistakes as we have been up to our eyeballs in the hiring process. Cheryl walks through the hard truth most firm owners avoid where sometimes the issue isn’t the person, it’s the role. And when you try to force someone into a position that doesn’t match how they think, work, or manage details, everyone loses.

This episodes covers why resumes don’t tell you what actually matters, how hope clouds judgment during hiring, and why thinking in 90-day windows protects your business, your team, and your sanity.

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First workshop of 2026 starts January 14!

These workshops are 2–3 hour deep dives (some more than one day) built for creative entrepreneurs who want to lead with confidence, price with authority, and grow with intention. We created this workshop series with tracks that cover the challenges we know designers face: pricing, sales, client relationships, project management, marketing, and leadership.

Each workshop is designed to stand alone — so you can choose the topics that matter most right now — while still connecting to the bigger picture of building a profitable, sustainable design business.

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Cheryl Clendenon is the host of The Damn Good Designer Podcast and an award-winning interior designer, writer, and business coach with 26 years of full-time industry...