#406 – How Chad Gaydos chose fit over TAM and doubled deal sizes in 12 months

#406 – How Chad Gaydos chose fit over TAM and doubled deal sizes in 12 months

June 3, 2026 · 45 min · Season 9 · Episode 406

About this episode

Chad Gaydos discusses how focusing on use-case fit rather than market size led to significant growth at Procurify.

A story about asking the question many CEOs avoid—and finding real money. This episode is for SaaS CEOs with a nagging feeling that their growth isn't compounding the way it should. Most CEOs chase market size. And miss what actually matters. Chad Gaydos, CEO of Procurify, took a different path. With 30 years across SAP, Skillsoft, Talkdesk, and Total Expert, he's learned that growth isn't about how big the market is—it's about how well you fit it. When he took the CEO seat in January 2025, he asked a question most operators skip: Is there a real use case here—or just a big number? And this inspired me to invite Chad to my podcast. We explore why use-case fit—not market size—is what actually compounds growth. Chad shares why his first move was repositioning the entire company, why the product was being sold to the wrong customers, and why saying yes to the wrong customer is more expensive than saying no. We also zoom in on two of the 10 traits that define remarkable software companies: – Master the art of curiosity – Acknowledge you cannot please everyone Chad's journey proves that remarkable companies don't grow by chasing markets—they grow by reading them differently than…

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