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Jason automates a "chief of staff" thread that runs multiple times a day. It scans his email, Slack, and Linear board to synthesize priorities, pre-draft responses, and even manage tasks like flight check-ins, creating a focused overview of his work.
Webflow's CPO uses a custom set of AI agents built with Claude and Cursor to analyze her calendar for delegation opportunities and triage her inbox by archiving junk, flagging important emails, and drafting replies. This offloads significant cognitive and administrative load from the executive.
An international growth PM at OpenAI built Codex automations to manage his core daily workflow. This includes a daily Slack inbox triage that summarizes unread and unanswered messages from key people, as well as a generator for weekly stakeholder updates.
AI expert Allie Miller runs her life with 34 AI agents organized under a chief of staff agent. This "workforce" model with specialized roles and even a "note-taker" agent is a more systemic and powerful approach than automating isolated tasks, requiring a shift in thinking from tasks to systems.
An executive created a custom AI agent to handle repetitive tasks like meeting prep, calendar triage, and email. This "chief of staff" provides analysis, suggests delegations, and even offers blunt feedback, demonstrating how AI can be personalized to augment executive functions.
Use AI agent platforms to build a digital chief of staff that manages priorities, filters messages, and tracks projects. This automates the administrative and strategic legwork traditionally handled by a human assistant, freeing up executive time for high-value decisions.
Codex's new 'Heartbeats' feature allows AI agents to function as a Chief of Staff. These recurring automations maintain context within a single thread, scan sources like email and Slack, and proactively brief users on priorities, moving beyond reactive Q&A to active workflow management.
Instead of using simple, context-unaware cron jobs to keep agents active, designate one agent as a manager. This "chief of staff" agent, possessing full context of your priorities, can intelligently ping and direct other specialized agents, creating a more conscious and coordinated team.
To manage the information deluge, product leaders can build personal AI agents for daily briefings. The speaker uses four: one for his schedule, one for market trends, one for the competitive landscape (including new entrants), and one for industry news. This automates synthesis and sharpens daily focus for better decision-making.
Your calendar is the foundation of your execution system. Use AI to scan your schedule, find recurring blocks for deep work on key goals, and automatically suggest rescheduling conflicts. This moves AI from a passive assistant to an active agent that defends your most valuable resource: your time.
Unable to secure budget for a human chief of staff, Webflow's CPO built her own using AI agents. This system automates complex, recurring tasks like podcast research and data prep, demonstrating how executives can use AI to gain significant personal leverage without increasing headcount.