Take ‘Chief of Staff’ off the pedestal

The Generalist World Pod · Aug 12, 2026 · 27m · transcript

Courtenay Hallwood on generalist superpowers, learning through discomfort, and self-belief.

📚What You'll Learn

How to build self-belief through proving capability to yourself, not through external validation

Why generalists are uniquely positioned to navigate early-stage startups and organisational scaling

How AI cannot yet orchestrate the brain of an organisation, making human judgment still essential

✍️ Some Takeaways

Throw yourself into things to learn they're learnable.

You can do anything, but not everything at the same time.

AI solves for speed and output, not orchestration.

Chief of…