Episode Description
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 staff isn't a pedestal role, it's a skill-set match for generalists.
Where to find Courtenay Hallwood
https://www.linkedin.com/in/courtenay-hallwood/
Where to find Milly
https://www.linkedin.com/in/milly-tamati/
Generalist World Resources:
Podcast: https://open.spotify.com/show/0qbGzMU...
The Generalist Quiz: https://www.generalistquiz.com/
Essays: https://www.generalistcareer.com/
Upcoming events: https://lu.ma/generalist.events
Positioning Guidebook: https://www.generalist.world/positioning