How I Work A CEO’s AI Experiment: How AI helped me fire myself
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Aug 20, 2025 Georgie Holt, Co-founder and CEO of Flight Story, takes listeners on a fascinating journey of automating her role with AI. She reveals how she saved 20–25 hours a week by using ChatGPT tools for tasks like hiring and decision-making. Georgie discusses creating a custom GPT for interviews and a 'writer’s room' AI model, inspired by Hollywood. She emphasizes how AI can enhance emotional intelligence in leadership and the reclaimed time she's now dedicating to more impactful areas of her work.
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CEO’s 60-Day Replace Yourself Experiment
- Georgie set a 60-day challenge to remove herself from operational tasks and test if the company could run without her.
- The experiment freed time and changed how she thinks about leadership and priorities.
Start By Auditing Your Schedule
- Audit your calendar with your EA and identify high-time tasks like interviewing to automate first.
- Feed contextual company info into AI so it prepares questions, summaries, and reduces interview admin time.
Automate Interview Prep And Feedback
- Use AI to pre-read CVs, culture-test results and generate four tailored interview questions in under a minute.
- Drop feedback into the tool to produce consolidated candidate summaries and reduce bias and admin time.