Using ChatGPT as My Executive Assistant | Real-World Workflow Series

Jack Righteous • AI Creator Tools Lab

Can ChatGPT become a practical executive assistant for a creator or small-business owner? I’m finding out by using it inside my actual working day—not in a demo.

The experiment

I’m testing where AI genuinely saves time, where it still needs human direction, where the interfaces differ, and how to build a workflow that keeps moving even when I’m away from my desk.

Start with Part 1

What I’m testing next

  • morning executive planning and top-three priorities
  • email triage and response decisions
  • calendar and schedule management
  • maintaining continuity while mobile
  • turning conversations into executable work
  • weekly goal setting, review and accountability
  • deciding what AI should handle—and what should stay human

The question isn’t whether AI can do everything. The question is whether we can design a better way to work with what it can do now.

This hub will be updated as each real-world test is published. Bookmark it if you want to follow the system as it develops.