Case study · personal build · 2026
Personal AI Chief of Staff
Most of my day is context: what was decided in which thread, what a stakeholder asked for last week, where a number came from. I set up Claude as a chief of staff that holds that context for me: my projects, a knowledge folder it reads and maintains, skills for the work I repeat, and connectors to the tools I use. It works when I ask, and it asks before touching anything outside the conversation.
The setup
The connectors are what let it answer with my real context instead of in general terms:
A knowledge folder with rules
A chat forgets. A folder does not. The knowledge folder holds stable facts about my role and projects, how I like things done, recurring workflows and a list of things never to do. The rules around it matter more than the content:
| Rule | What it means |
|---|---|
| Read everything first | Every session starts by reading the whole knowledge folder and giving a short briefing. |
| Write what is learned | New facts go to the right file during the conversation, with a one-line report at the end of each change. |
| Never overwrite a contradiction | If a new fact contradicts a stored one, it asks which is right instead of replacing it. |
| Never delete | Anything obsolete is moved to an archive folder with a date, never removed. |
| Ask before acting outward | Sending a message, submitting a form or changing anything in a connected tool needs an explicit yes, every time. |
Skills for the work I repeat
When I notice I am explaining the same procedure twice, it becomes a skill: a folder with the instructions, the checks and any scripts, loaded only when the task needs it.
| Skill | What it does |
|---|---|
| Events forecast | Weekly and monthly events for 13 regions, delivered as a workbook · case study |
| Weekly WhatsApp dashboard | Rebuilds the guest-rides dashboard from a sheet and Tableau and writes the Slack summary · case study |
| Internal hub builder | How to publish an internal HTML tool with live data, alerts and restricted access |
| Brand-styled documents | Decks, documents, sheets and PDFs in the company style from a plain brief |
| Morning brief | What matters today across the connected tools, as a page · case study |
What I use it for
- Before a meeting: the last threads with those people, the open decisions and the numbers they will ask about.
- After a meeting: the notes turned into tasks, and the facts that changed written back to the knowledge folder.
- Documentation: the READMEs and handover documents for my projects start here, and I edit them.
- Research: reading a dashboard, a set of documents or a Slack history and giving me the answer with its sources.
What I learned
- Most of the value is in the context you give it and the rules you set, not in the model.
- Asking before acting outward costs a second and prevents the one mistake you cannot undo.