skills.rest
jdpolaskyjdpolaskyCommunity·6 Agent Skills Included

ai-chief-of-staff

Persistent personal chief of staff with memory and daily briefings

Runs a personal chief of staff system on top of an Obsidian vault with four simple commands: setup, start, sync, and wrap. Delivers a daily Must/Should/Could briefing, tracks waiting-for items, and remembers who you are between sessions. Eliminates re-explaining yourself every conversation and stops tasks from falling through the cracks. Designed for non-coders and ADHD brains, with no guilt, no streaks, and plain-language guidance.
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npx skills add jdpolasky/ai-chief-of-staff --all -g -y
Available:

Instructs the agent to act as your chief of staff: read the vault at session start, deliver prioritized briefings, track commitments, save to memory, and follow supportive no-guilt operating principles.

All Skills in This Repository (6)

Pure Emerald Level Indicators
📦 In Repo
jdpolaskyjdpolasky

chief-of-staff

Maintain persistent priorities and memory across Claude Code sessions using an Obsidian vault.

Community
Advanced
📦 In Repo
jdpolaskyjdpolasky

setup

Create an Obsidian Chief of Staff vault with YAML frontmatter and a first briefing.

Community
Advanced
📦 In Repo
jdpolaskyjdpolasky

start

Generate a Must/Should/Could morning briefing from Obsidian vault data.

Community
Intermediate
📦 In Repo
jdpolaskyjdpolasky

wrap

Update Obsidian vault files to record session outcomes and refresh context.

Community
Intermediate
📦 In Repo
jdpolaskyjdpolasky

audit

Audit vault integrity by checking memory consistency, index completeness, and link validity.

Community
Intermediate
📦 In Repo
jdpolaskyjdpolasky

sync

Checkpoint session decisions and detect Command Center and To-Do drift.

Community
Intermediate

Frequently Asked Questions

FAQPage Schema
How to install ai-chief-of-staff?▼

Run `npx skills add jdpolasky/ai-chief-of-staff --all -g -y` in your terminal to install all skills globally. You also need Claude Code, a paid Claude subscription, and a free Obsidian vault.

What does ai-chief-of-staff actually do?▼

It gives your AI persistent memory of who you are and what you're working on, then runs a daily loop of briefings, checkpoints, and session wrap-ups so nothing gets forgotten between conversations.

Do I need coding experience to use it?▼

No. The entire system was built for non-coders, with a conversational setup wizard that asks plain-English questions and builds everything for you in about ten minutes.

How does it help with ADHD or executive function struggles?▼

It leads with small wins instead of guilt, shrinks tasks when you're stuck, and keeps a single source of truth for priorities and follow-ups so overwhelm doesn't compound.

Does it work with email and calendar?▼

Yes. If you connect Gmail and Google Calendar via MCP connectors, the morning briefing also surfaces unread messages and today's events.

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