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Synthetic Listener Questions

In this episode, I answer ten "synthetic listener questions" generated by LLMs to dig deeper into topics we've covered on the show. We tackle practical challenges like where to start when you inherit a department with zero documentation (hint: target the boring stuff nobody's territorial about) and how to balance process standardization with employee autonomy. I walk through when automation makes sense versus when to keep humans in the loop — using B2B collections as a real example — and why offboarding is actually higher-risk than onboarding. We also cover making continuing education stick, aligning conflicting stakeholders, and getting buy-in after past process initiatives have failed. The episode wraps with a live demonstration in Claude, building out a pilot program for vendor onboarding complete with success metrics and rollout criteria. Plan: https://bit.ly/3LsvlfB