In this episode of Breakdown, Matt Medeiros welcomes Joe Casabona back to the WordPress podcasting scene—not as a developer or educator in the WordPress space per se, but as a solopreneur helping busy professionals reclaim their time through automation. Joe opens up about his quiet exit from WordPress, what he's learned about niching down, and why having a clear personal brand matters more than ever when you step outside the WordPress bubble.
The conversation ranges from automation tools like Zapier and Make.com to the philosophical (and practical) differences between automation and AI. Joe shares his real-world workflows for podcast guest management using Gravity Forms and Notion—including clever conditional logic and URL parameters to streamline the guest experience. And yes, minivans, overpriced dealership diagnostics, and AI-generated podcast headshots even make their way into the mix. It’s an episode that blends WordPress roots, marketing tech stacks, and a healthy dose of northeast dad energy.
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Want to run a tighter ship in your WordPress-powered business? This episode might just inspire your next automation breakthrough.
