The AI-Fluent Chief of Staff Self-Paced Course

 

Learn how to use AI to streamline your workflows, automate tasks, and schedule deliverables, projects, and more. The self-paced course gives you the frameworks, tools, and templates built specifically for the Chief of Staff profession, to implement on your timeline.

 

What you get:

Module 1 — Your AI Operating System The mental model that makes everything else click. Claude Cowork stack setup. Prompt library foundations. Role audit to identify your 10 most automatable hours. You build: Voice Document + Starter Prompt Library

 

Module 2 — Executive Communications at 10x Speed End the draft-revise-redraft loop. The specificity principle and how it changes AI output quality. Five production-ready communication templates built around your CEO's voice. The meeting summary pipeline — Fathom records, Claude formats, action items route automatically. You build: 5 Comms Templates + Meeting Summary Pipeline

 

Module 3 — Automation Thinking: Map Before You Build The trigger-action mental model. Full Zapier walkthrough — every section, interface-by-interface. A complete automation built on screen from scratch. The automation canvas: five questions that map any workflow before you touch a tool. Maintenance basics and how to keep your stack healthy. You build: Your First Live Automation + Automation Canvas for your top workflows

 

Module  4 — The CEO Context Packet AI developer-led session. The build people ask about most. A fully automated weekly intelligence brief — scheduled trigger, Perplexity pulling competitor news and industry signals, Claude formatting everything into a brief in your CEO's voice, delivered automatically every week without you touching it. The most technically complex build in the program, led by the developer who built these systems for real CoS operators. You build: CEO Context Packet — fully automated, running by end of session

 

Module 5 — Strategic Intelligence & the Operating Cadence Two systems that make a CoS structurally indispensable. The pre-meeting intelligence workflow: Perplexity research + Claude synthesis + NotebookLM document analysis = one-page brief for any meeting in 15 minutes. The OKR narrative workflow: standardized team inputs → Claude-generated executive summary → exec-ready progress report every Monday without manual compilation. You build: Pre-Meeting Intelligence System + OKR Narrative Workflow

 

Module 6 — Leading Your Organization Forward Zoom out from your own workflows to your entire organization. The AI opportunity audit — guided conversations with department heads, rated by impact and effort. The 90-day roadmap in outcome language, ready to put in front of your CEO. How to get buy-in from four different CEO profiles. Staying current in 30 minutes a week. You build: Org AI Opportunity Audit + 90-Day Roadmap

 

Also included:

- Tools & Templates Library

- Automation workflow blueprints

- Voice document template

- AI opportunity audit framework

- Lifetime access + all future updates

 

Want accountability and live implementation support? The 6-week cohort ($3,000) and 2-day bootcamp ($925) are also available. Self-paced students can credit their $497 toward the cohort at any time.