Build an AI-Powered Operating System for Your 1 on 1s
Build a simple AI-powered system that helps you run more effective 1:1s and improve team performance.
- 7 lessons
- 57 min
- Taught by Adam Birnbaum
What you'll learn
- AI Workspace Setup Create a dedicated AI workspace with instructions, Markdown context files, a profile, a running log, and a commitment tracker for each direct report.
- Context-Driven Prep Use accumulated history to surface open commitments, unresolved issues, recurring themes, risks, and high-value topics before each conversation.
- Structured Agendas Build agendas that move routine updates aside and focus live time on check-ins, decisions, roadblocks, support needs, and commitments.
- Better Questions Ask coaching questions that uncover challenges, clarify priorities, build resourcefulness, and deepen trust.
- Follow-Through Tracking Turn meeting notes into reviewed log updates and accurate commitment records that keep future conversations grounded.
- Responsible AI Use Apply human review, privacy safeguards, and company data-handling policies before relying on AI-generated management support.
Lessons 7 lessons · 57 min
Every lesson comes with Pro, $29 a month.
- Lesson 1: Why One-on-Ones Matter 5 min
- Lesson 2: Demoing the AI-Powered One-on-One Workspace 13 min
- Lesson 3: Setup: Projects, Context, and Markdown Files 8 min
- Lesson 4: Before the Meeting: AI Prep and Historical Context 10 min
- Lesson 5: During the Meeting: Structured Agendas and Better Questions 12 min
- Lesson 6: After the Meeting: Updating Logs and Commitments 8 min
- Lesson 7: Getting Started and Workshop Resources 2 min
Your teacher
Adam Birnbaum
Executive Coach
Adam Birnbaum is a certified executive coach and former four-time executive who has led organizations across startup, venture-backed, private-equity-backed, and public-company environments. He previously worked in management consulting with Fortune 500 executive teams and now advises CEOs, founders, and senior leaders through ClearPath Group.