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  1. How I AI
  2. How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey
How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey

How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey

How I AI · Dec 15, 2025

Zapier's EA Courtney Hickey reveals how AI automates meeting prep, systematically reinforces culture, and scales executive thinking.

AI Clones an Executive's Past, Not Their Evolving Future Judgment

While AI can effectively replicate an executive's communication style or past decisions, it falls short in capturing their capacity for continuous learning and adaptation. A leader’s judgment evolves with new context, a dynamic process that current AI models struggle to keep pace with.

How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey thumbnail

How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey

How I AI·2 months ago

Zapier Uses an AI Meeting Coach to Systematically Reinforce Its Cultural Values

Zapier built an AI coach that analyzes meeting transcripts to provide feedback based on company values and frameworks. This automates cultural reinforcement, normalizes constructive criticism, and ensures leaders consistently model desired behaviors, scaling what is typically a manual process.

How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey thumbnail

How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey

How I AI·2 months ago

Zapier Turned Static Strategy Docs into a Queryable AI Companion with NotebookLM

To make company strategy more accessible, Zapier used Google's NotebookLM to create a central AI 'companion.' It ingests all strategy docs, meeting transcripts, and plans, allowing any employee to ask questions and understand how their work connects to the bigger picture.

How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey thumbnail

How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey

How I AI·2 months ago

AI Elevates the Executive Assistant Role From Task-Doer to System-Builder

AI transforms the Executive Assistant role from tactical execution to strategic system design. By automating repetitive tasks, EAs can focus on higher-leverage activities like building AI agents, culture-reinforcement tools, and scalable feedback systems for the entire organization.

How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey thumbnail

How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey

How I AI·2 months ago

Zapier's EA Replaced a 2-Hour Weekly Meeting Prep Routine with an AI Agent

An Executive Assistant at Zapier built an AI agent that automates her weekly meeting prep. The agent researches external attendees, checks the CRM and internal comms for context, and delivers a digest and tasks. This saves hours of manual work and ensures thorough preparation.

How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey thumbnail

How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey

How I AI·2 months ago

Treat AI Agents Like Interns: Teach Them Your System for Progressive Autonomy

Frame AI agent development like training an intern. Initially, they need clear instructions, access to tools, and your specific systems. They won't be perfect at first, but with iterative feedback and training ('progress over perfection'), they can evolve to handle complex tasks autonomously.

How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey thumbnail

How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey

How I AI·2 months ago

A Custom 'CEO Clone' GPT Pre-Vets Strategic Documents at Zapier

To scale the CEO's feedback, his EA created a custom GPT trained on his feedback style, strategy docs, and company norms. Team members use this 'CEO clone' to stress-test their proposals before official review, improving document quality and saving executive time.

How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey thumbnail

How Zapier’s EA built an army of AI interns to automate meeting prep, strengthen team culture, and scale internal alignment | Cortney Hickey

How I AI·2 months ago