Ep 137 Career: The Pros and Cons of Going Out on Your Own

Ep 137 Career: The Pros and Cons of Going Out on Your Own

April 2, 2025 · 24 min · Episode 137

About this episode

Stephen Gates shares his honest reflections on the challenges and rewards of leaving traditional work to pursue independent projects.

After decades inside the system—agencies, in-house, and everything in between—Stephen Gates made the leap. No roadmap. No safety net. Just a decision to bet on himself. Three years later, he’s pulling back the curtain on the truth behind the leap: the real risks, the unexpected wins, and the power in finally doing work that feels like yours. This episode isn’t a glorified founder story. It’s a raw, honest reflection on what happens when you walk away from the broken systems and build somethin...

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Host: Stephen Gates

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