The Stand-Up Theologian

How I Avoided Making Decisions For 25 Years and What Happens Next

James Cary Season 1 Episode 18

In this New Year’s Day solo walk-and-talk, I reflect on what happens when long-running momentum finally runs out. Turning 50, finishing six years on the Archbishop's Council, and watching the comedy industry shift have forced me to face an uncomfortable question: have I been relying on professional habits while avoiding fully intentional choices? Prompted by Steven Pressfield’s Turning Pro, I think aloud about career, responsibility, making work that is actually “on,” faith, family, and what it might mean to “turn pro” again in 2026—this time with clarity, purpose and slightly more money.

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