AI for Chiefs of Staff: Working Smarter in the Most Context-Heavy Role
Chief of Staff might be the most AI-ready role in any company—and the least talked about.
You're constantly synthesizing information, preparing executives for decisions, managing projects across departments, translating between different parts of the organization, and expected to know something about everything. You're the ultimate context-switcher, and AI can be your secret weapon—if you know how to use it.
This hands-on workshop is designed specifically for Chiefs of Staff who need to understand how AI can help them work smarter in a role that touches everything. We'll focus on practical applications: executive briefings, cross-functional project management, meeting preparation, stakeholder communication, and the constant "can you pull this together by EOD" requests.
Format: 60 minutes, virtual, highly interactive with breakout sessions where you'll work on real tasks from your role.
What You'll Learn
By the end of this workshop, you'll be able to:
Use AI for executive support and strategic work
Apply AI to cross-functional coordination
Navigate AI for high-stakes, sensitive work
Work through a real challenge from your role
Key Takeaways
You'll walk away with:
✅ Prompts for common CoS tasks
✅ Framework for triaging which work to automate and which requires your strategic judgment
✅ Workflows for managing the constant context-switching of the role
✅ Worked example from your role that you practiced during the workshop
This is NOT:
❌ Generic productivity tips (you already know those)
❌ A lecture—this is hands-on and interactive
❌ About replacing your strategic value (AI is your tool, not your replacement)
❌ Technical training that requires engineering knowledge
Who Should Attend
Chiefs of Staff at companies of any 100+
Executive Business Partners and Executive Assistants with strategic scope
Operations leaders who support C-suite executives
Strategic advisors managing cross-functional initiatives
Anyone in a high-context role that requires constant synthesis and communication
Hosted By
Allison McMillan, Founder & CEO of Tavlin Consulting. Tavlin Consulting leverages over 25 years of facilitation expertise combined with Engineering leadership experience to run workshops, trainings, and offsites. They navigate both group dynamics and the actual substance of time together to ensure concrete learning outcomes and decisions that stick, not just team bonding and forgotten action items. Check out Tavlin Consulting for more info.