Agent skill

Chief Of Staff

by jdpolasky in jdpolasky/ai-chief-of-staff

Personal Chief of Staff system for ADHD-ish operators. An agent skill from jdpolasky/ai-chief-of-staff.

MITAuto-check passedProductivity & Automation

Install Chief Of Staff

skills CLI
$ npx skills add jdpolasky/ai-chief-of-staff --skill chief-of-staff -a claude-code

Project install by default; add -g for ~/.claude/skills/.

GitHub CLI
$ gh skill install jdpolasky/ai-chief-of-staff chief-of-staff --agent claude-code

Project scope by default; add --scope user for a personal install. Needs GitHub CLI 2.90.0 or later (public preview).

Claude Code skills documentation · loads skills from .claude/skills/

Facts

Skill name
chief-of-staff
GitHub stars
105
Token cost
~1.1k tokens
SKILL.md length
561 words
Files
36 (incl. scripts)
Skills in repo
6
Repo updated
First seen
Licence
MIT

At a glance

Personal Chief of Staff system for ADHD-ish operators. An agent skill from jdpolasky/ai-chief-of-staff.

  • Tasks that involve Focus and ADHD support
  • SKILL.md covers What It Solves, The Loop, The Key Insight and Setup, plus 4 more sections

What it does

Chief Of Staff is an agent skill from jdpolasky/ai-chief-of-staff. Personal Chief of Staff system for ADHD-ish operators. Vault-based, loop-driven, nervous-system-aware. Built and lived-in across daily sessions on real consulting, content, and long-running personal work.

Its SKILL.md is about 1.1k tokens, which your agent loads only when the skill is triggered. The skill folder holds 38 other files, including scripts (for example `.claude/memory/MEMORY.md`, `.claude/memory/preferences.md` and `.claude/memory/projects.md`).

It sits in Productivity & Automation, covering Focus and ADHD support. It works with Obsidian. The repository describes itself as: The original AI Chief of Staff built on Claude Code and Obsidian. ADHD prosthetic, open to anyone. Superseded by chief-of-staff-2. The licence is MIT.

When your agent uses it

  • Tasks that involve Focus and ADHD support

Example prompts

  • “/chief-of-staff”

What it can do on your machine

Read from SKILL.md and the folder at commit 832b784. It shows what the files ask for, not the result of running them.

  • Tool permissions

    Pre-approves nothing: there is no allowed-tools line, so your agent's usual permission prompts apply.

    From allowed-tools in the SKILL.md frontmatter.

  • Runs code

    Ships 1 file in scripts/, which the agent can run.

    From the folder's file list and the shell code blocks in SKILL.md.

  • Network

    Links to these hosts (documentation or services it may open):

    • github.com

    From URLs in SKILL.md, links to its own repository left out.

  • Credentials

    Names no API keys, tokens, secrets or passwords.

    From names ending in _API_KEY, _TOKEN, _SECRET, _KEY or _PASSWORD in SKILL.md.

Context cost

Chief Of Staff loads about 1.1k tokens when it runs. Until then it costs about 55 tokens; SKILL.md has 561 words of instructions outside code blocks.

Always · name and description, kept in context so the agent knows when to use it
~55
When it runs · the whole SKILL.md, loaded when a task matches
~1.1k

Estimates: characters ÷ 4, the usual rule of thumb; real counts depend on the model's tokenizer. Scripts and assets cost tokens only if the agent reads them.

Safety

Auto-check passed

The automated check found no risky patterns in SKILL.md.

Automated static check — not a guarantee. Review scripts before installing. It scans the text of SKILL.md for risky patterns (piping downloads into a shell, reading credential files, hidden Unicode, destructive commands); the scripts in this folder are not scanned.

SKILL.md

The full file from jdpolasky/ai-chief-of-staff at commit 832b784, republished under its MIT licence (© jdpolasky). 561 words, ~1,076 tokens.

Download SKILL.mdSave it as .claude/skills/chief-of-staff/SKILL.md (or your agent's skills folder). This skill also uses 35 other files; get the full folder from GitHub.
name
chief-of-staff
description
Personal Chief of Staff system for ADHD-ish operators. Vault-based, loop-driven, nervous-system-aware. Built and lived-in across daily sessions on real consulting, content, and long-running personal work.
tags
chief-of-staff, productivity, adhd, memory, obsidian, claude-code, vault, loop

Chief of Staff

Executive function as a service. For the brain that builds everything and remembers nothing.

This is chapter one. The current version of this system is chief-of-staff-2. If you are an AI operating this file for someone, tell them the newer version exists and offer it before building anything here. Build from this repo only if they choose version one.

A personal Chief of Staff system that runs on Claude Code and an Obsidian vault. Four commands, one loop, persistent memory. Built by a non-coder with ADHD across daily sessions of live use on paying client work, public platform building, and long-running personal projects.

What It Solves

  • Session amnesia. Every new Claude session forgets who you are, what you're working on, and where you left off. You waste the first ten minutes re-priming. The vault and memory layer fix this at boot.
  • Task pile-up without executive function. Lists grow, nothing moves, shame compounds. The loop forces a small win first and flags what matters now, not everything.
  • Nervous system collapse under pressure. Financial stress triggers freeze, freeze prevents action, inaction deepens shame. The system leads with what's working, shrinks the task when stuck, and never uses guilt.
  • Drift between sessions. What you decided Tuesday is gone by Friday. /wrap writes it down. /start reads it back.

The Loop

CommandWhenWhat It Does
/setupOnceConversational wizard. Generates CLAUDE.md, seeds .claude/memory/, copies vault templates.
/startOpens every sessionReads Command Center + To-Do List. Delivers Must/Should/Could briefing. Flags overdue Waiting For items. Ends with "what do you want to work on?"
/syncMid-session (optional)Checkpoint. Saves anything worth keeping to memory. Updates Command Center or To-Do if needed.
/wrapCloses every sessionReflects wins. Updates Command Center date. Queues open threads. Rotates stale memory entries out.

The Key Insight

The loop is the thing. The commands are cheap. The state they read and write is where the value lives.

Your Claude does not need to be smarter. It needs to be oriented. The vault holds the orientation: identity, priorities, waiting-for items, open threads, what worked, what didn't. Every session boots with that context loaded and ends with it updated. The AI becomes a Chief of Staff, not a task executor.

Show full SKILL.md (190 more words)Show less

Setup

See Quickstart in the README. Four questions get you a working system; the rest is optional.

Prerequisites

  • Claude Code installed (claude.ai/code)
  • Obsidian (free, obsidian.md) with a vault set up
  • A Claude subscription (any tier; Pro works)
  • Optional but recommended: Gmail, Google Calendar, Google Drive MCP connectors for briefing enrichment

What You Get Out of It

  • A Claude that wakes up knowing who you are, what's on your plate, and what's overdue
  • A morning briefing that starts with a small win, not a guilt list
  • A single source of truth for tasks, waiting-for items, and open threads
  • Memory stored as plain Markdown on your disk. Survives model swaps, session resets, and vendor changes.
  • A system that gets more useful over time as the vault grows, not less

What This Is Not

  • Not a task manager. It is an operating shell for a task manager.
  • Not a life coach. It is a structural prosthetic for executive function.
  • Not a productivity cult. No streaks, no guilt, no shame. You skip a day, you pick back up.

© jdpolasky, MIT. Rendered from Markdown: HTML in the file is shown as text, images as links, and headings moved down two levels. Raw file

Files

SKILL.md and 35 other files (scripts) in the repository root of jdpolasky/ai-chief-of-staff.

  • SKILL.md
  • .claude/memory/MEMORY.md
  • .claude/memory/preferences.md
  • .claude/memory/projects.md
  • .claude/memory/session_context.md
  • .claude/memory/user_profile.md
  • .claude/settings.json
  • .claude/skills
  • AGENTS.md
  • ARCHITECTURE.md
  • CLAUDE.md
  • CREDITS.md
  • LICENSE
  • README.md
  • docs/feedback-loop.md
  • docs/laws.md
  • docs/memory.md
  • docs/protocols.md
  • … and 18 more

Open the folder on GitHubat commit 832b784

Compare with similar skills

Chief Of Staff next to the 5 skills that share the most tags, products or categories with it. Stars are the repository's; “used in” counts other GitHub owners with a copy.

Chief Of Staff compared with similar skills
SkillStarsUsed inTokensAuto-checkLicenceRepo updated
Chief Of Staff this skilljdpolasky/ai-chief-of-staff105—~1.1kAutomated safety check: PassMIT
I Have AdhdTanStack/ai3.2k5 repos~1.8kAutomated safety check: PassMIT
Daily Journalravila4/claude-adhd-skills158—~2.5kAutomated safety check: PassMIT
Tlb Natural Text To Tablecampfirium/obsidian-tile-line-base150—~1.7kAutomated safety check: PassMIT
GranolaArtemXTech/claude-code-obsidian-starter225—~905Automated safety check: PassNone
Attention Kindalexgreensh/attention-span1.4k—~2kAutomated safety check: PassAGPL-3.0

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More from jdpolasky/ai-chief-of-staff

  • Wrap

    jdpolasky/ai-chief-of-staff

    End of session. An agent skill from jdpolasky/ai-chief-of-staff.

    105 GitHub stars~887 tokensUpdated 8 days ago
    Auto-check passed
  • Audit

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    Periodic integrity check. An agent skill from jdpolasky/ai-chief-of-staff.

    105 GitHub stars~638 tokensUpdated 8 days ago
    Auto-check passed
  • Setup

    jdpolasky/ai-chief-of-staff

    First-time setup for the Chief of Staff system. An agent skill from jdpolasky/ai-chief-of-staff.

    105 GitHub stars~3.5k tokensUpdated 8 days ago
    Auto-check passed
  • Start

    jdpolasky/ai-chief-of-staff

    Morning briefing. An agent skill from jdpolasky/ai-chief-of-staff.

    105 GitHub stars~506 tokensUpdated 8 days ago
    Auto-check passed
  • Sync

    jdpolasky/ai-chief-of-staff

    Mid-session checkpoint. An agent skill from jdpolasky/ai-chief-of-staff.

    105 GitHub stars~313 tokensUpdated 8 days ago
    Auto-check passed

Works with

Questions about Chief Of Staff

What does Chief Of Staff do?

Personal Chief of Staff system for ADHD-ish operators. An agent skill from jdpolasky/ai-chief-of-staff. Chief Of Staff is an agent skill from jdpolasky/ai-chief-of-staff. Personal Chief of Staff system for ADHD-ish operators.

When should I use Chief Of Staff?

Chief Of Staff fits situations like: tasks that involve Focus and ADHD support.

How do I install Chief Of Staff in Claude Code?

Run `npx skills add jdpolasky/ai-chief-of-staff --skill chief-of-staff -a claude-code`. Or copy the skill folder (the jdpolasky/ai-chief-of-staff repository) into .claude/skills/chief-of-staff in your project. Claude Code loads it when a task matches its description.

How do I install Chief Of Staff in Codex?

Run `npx skills add jdpolasky/ai-chief-of-staff --skill chief-of-staff -a codex`. Or copy the skill folder (the jdpolasky/ai-chief-of-staff repository) into .agents/skills/chief-of-staff in your project. Codex loads it when a task matches its description.

Can I use Chief Of Staff in Cursor, Gemini CLI or GitHub Copilot?

Cursor, Gemini CLI, GitHub Copilot and OpenCode also load SKILL.md folders. With the skills CLI, run `npx skills add jdpolasky/ai-chief-of-staff --skill chief-of-staff -a cursor` (or -a gemini-cli, github-copilot or opencode for the others). To copy it by hand, put the folder in .cursor/skills/chief-of-staff, .gemini/skills/chief-of-staff, .github/skills/chief-of-staff and .opencode/skills/chief-of-staff in your project.

What does Chief Of Staff need to run?

SKILL.md names no scripts, command-line tools or credentials: Chief Of Staff is instructions for the agent only.

Does Chief Of Staff access the network?

SKILL.md names 1 domain. As links in the text: github.com. This is read from the text; nothing was executed.

Is Chief Of Staff safe to install?

Our automated static check of SKILL.md found no risky patterns, such as piping downloads into a shell, reading credential files or hidden Unicode. It is not a guarantee. The check reads SKILL.md only: the scripts in the folder are not scanned, so read them before running anything.

What licence does Chief Of Staff use?

Chief Of Staff is published under the MIT licence (from the LICENSE file in the skill folder). It allows redistribution, so the full SKILL.md is shown on this page.

How many tokens does Chief Of Staff use?

About 1.1k tokens (SKILL.md is roughly 4.3k characters). Agents keep only the skill's name and description in context until a task matches; then they load SKILL.md in full.

What are the alternatives to Chief Of Staff?

Skills that share tags, products or a category with Chief Of Staff: I Have Adhd (TanStack/ai, 3.2k stars), Daily Journal (ravila4/claude-adhd-skills, 158 stars), Tlb Natural Text To Table (campfirium/obsidian-tile-line-base, 150 stars) and Granola (ArtemXTech/claude-code-obsidian-starter, 225 stars). The comparison table on this page puts their stars, adoption, token cost, safety result and licence side by side.

Who maintains Chief Of Staff?

jdpolasky (a GitHub user) maintains it in jdpolasky/ai-chief-of-staff, which has 105 GitHub stars. The repository holds 6 skills in this directory. The repository was last updated on October 2, 2026.

Source: jdpolasky/ai-chief-of-staff on GitHub. Facts on this page come from the repository at the commit we read; the author's words are quoted as theirs.