The road to $10M (from a Chief of Staff in NYC!)

What you'll learn:

1. How to learn new skills by jumping in first, then studying - this builds deeper understanding than following tutorials

2. Why connecting AI tools to Notion creates powerful automation without needing technical skills or complex systems

3. How small startups can reach $10M revenue with fewer than 10 people using generalist team members and AI tools

4. Why "context engineering" is the secret to building AI agents that stay smart throughout their work processes

5. How to start with simple AI automations like email sorting and lead generation that give quick wins

6. Why tools like Lovable now let anyone build custom apps just by describing what they want in plain English

7. How combining different skills creates better career opportunities than becoming an expert in just one area

8. Why following your interests beats trying to predict what skills will be valuable in the future

Some takeaways:

1. Learn by doing first, then studying.

2. Use Notion as your AI control centre.

3. Build lean teams of multi-skilled people, not big specialist departments.

4. Master context engineering for better AI performance.

5. Start with simple automations that give quick wins.

6. Build custom software without coding skills.

7. Combine skills instead of specialising deeply.

8. Follow your interests instead of guessing future trends.

9. Aim for higher revenue before raising big funding rounds.

Links:

Where to find Sawyer

• Linkedin: https://www.linkedin.com/in/sawyer-middeleer/

Where to find Milly

• Linkedin: https://www.linkedin.com/in/milly-tamati/

• Website: http://www.millytamati.com/

Generalist World resources:

• Podcast: https://open.spotify.com/show/0qbGzMUMDCK5v3XbvRANmD?si=b1d7af51c24e43ee

• 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

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