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Chief of Staff

AI Chief of Staff for solo operators.

One plugin gives you a daily operating rhythm — morning sweep to prioritize and execute, evening review to close the day and plan tomorrow. Everything classified by what needs your brain and what doesn't.

What It Does

Chief of Staff runs a two-part daily cycle:

Morning Sweep scans your world and gets you moving:

  • Google Calendar (today + tomorrow)
  • Gmail (last 48 hours from key contacts)
  • Notion (active projects + pipeline)
  • Classifies everything RED / YELLOW / GREEN / GRAY
  • Executes on your command — drafts emails, preps materials, updates docs
  • Saves the full daily brief to Notion

Evening Review closes the day and sets up tomorrow:

  • Brain dump capture — get everything out of your head
  • Accountability scorecard against an 80% completion target
  • Project and system updates
  • Plans the next workday
  • Creates tomorrow's Daily Brief page so morning sweep can execute immediately

Requirements

Install

From the marketplace:

/plugin marketplace add kevinmcmurphy/cos
/plugin install cos@kevinmcmurphy-cos

Or test locally:

git clone https://github.com/kevinmcmurphy/cos.git
claude --plugin-dir ./cos

First Run

Setup walks you through connecting everything:

  • Your timezone
  • Email accounts and domains to monitor
  • Notion database connections (projects, clients, tasks)

Takes about 5 minutes.

The Daily Cycle

The system is designed around an evening-to-morning flow:

  1. Evening review closes your day. You dump what's in your head, score how the day went, and Claude plans tomorrow — creating a Daily Brief page with priorities already set.
  2. Morning sweep refreshes live data (new emails, calendar changes) and executes against that plan immediately. No waiting around for analysis.

If you skip the evening review, morning sweep falls back to full planning mode — it still works, just takes a beat longer to build context from scratch.

Classification Framework

Color Label What It Means Example
RED Yours Needs your brain or presence today Client call prep, strategic decisions, deadlines
YELLOW Prep Claude gets it 80% ready, you finalize Email drafts, meeting research, content review
GREEN Handle Claude does it Routine replies, scheduling, status updates
GRAY Not today Deferred with a reason No deadline pressure, blocked by others, low priority

When uncertain, Chief of Staff biases toward YELLOW. Better to over-prepare than to let something slip.

Config

The plugin ships with agent-logic.md (how the agent works) and creates me.md during setup (who you are, your accounts, your rules). me.md lives in the plugin's data directory and survives updates.

me.md is human-readable markdown. Edit it anytime — add email domains, change Notion databases, adjust your rules.

Safety Rules

Core rules (always enforced):

  • Never sends email — drafts only, you review everything
  • Never deletes or archives anything
  • Flags relationship-sensitive items as RED
  • When uncertain, preps (YELLOW) not dispatches (GREEN)

You can add your own rules during setup (e.g., blocked days, pricing boundaries, escalation preferences). These are stored in me.md.

Inspiration

Built on the idea from Jim Prosser's thread — a solo operator doesn't need to hire a chief of staff when an AI can fill the role. Gather context, classify priorities, handle the routine, so you can focus on the work that actually needs your brain.

License

MIT

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