Chief of Staff · Reference

Plain-English glossary.

The words that come up in our sessions. None of them are complicated once you know what they actually mean.

You don't need to read this end to end. Start with the first six, which are the ones you'll meet in your first week. The rest are here for whenever a word trips you up.

Start here
The six you'll meet in your first week.

Claude Code

The app we use to run your Chief of Staff, made by Anthropic (the same company that makes Claude). It runs on your own computer, which is what lets it read your files and remember things between sessions. You open it like any other app, type in plain English, and it does the work.

This is your one app. The Claude website, ChatGPT and the rest are just chat tools. Leave those closed and do your work here.

Session

One working conversation with your Chief of Staff, like one meeting about one job. Keep separate jobs in separate sessions so each stays focused: one for a piece of client work, another for your marketing, another for admin.

Your recent sessions sit in the list on the left. Pin the ones you use often so they stay at the top.

Prompt

What you type or say to your assistant. It can be a question, an instruction, or a request to draft something. You don't need special wording, plain English is the point. Dictating rather than typing works well for longer thoughts, and most people find it easier.

Ingest

Our word for adding a file so your Chief of Staff can read and remember it. Drag the file into the chat (or use the "+" button), then say "ingest this". That's the whole thing. One word, every time: ingest.

Your working folder

The folder on your computer that Claude Code can see. Anything you want it to use lives in there. If a file isn't in that folder, or hasn't been ingested into the session, your assistant can't read it. That's almost always the reason it says it can't find something.

Your OS (operating system)

Your OS is that folder, organised. It holds everything your assistant needs to know about your business: how you work, what you charge, who your clients are, your way of doing things.

It isn't software you install and it isn't a computer system. It's a well-organised folder that your assistant reads from, and it's the thing we build together.

The pieces that make it yours
What turns a general AI into one that knows your business.

CLAUDE.md, your operating brief

The main instruction file at the centre of your OS. It tells your assistant who you are, how your business runs, what you charge, how you like to communicate, and the rules to follow.

It loads automatically at the start of every session, so the guidance is always there without you repeating it. Think of it as the briefing document you'd give a new hire, except this one actually gets read every single time.

Memory

Files where your assistant records what matters between sessions: client details, decisions you've made, preferences you've stated. Without memory, every session starts from zero. With it, your assistant picks up where it left off and you don't tell it the same thing twice.

Skill

A saved routine for a job you do often. A skill might draft a proposal, process a recorded call, or put together a weekly summary. Once it's built you run it by name instead of explaining the task from scratch each time.

We build skills together, and they get better as we refine them.

Playbook

A written guide for how you handle a recurring situation: how you respond to a new enquiry, how you follow up after a meeting, how you post on a particular platform. Your assistant follows playbooks the way a well-briefed team member follows a process document. The difference is that it actually follows them, every time.

Context window

How much your assistant can hold in mind at once: everything you've said, everything it's replied, and any documents you've shared. Once a conversation fills the window, the older parts start dropping out.

It works like working memory, and there's a limit to how much can be live at any one moment. That limit is the reason we build memory files rather than relying on one long conversation.

How it actually works
Useful background. None of it needs managing.

Agent

An AI that takes actions, not just one that answers questions. An agent can read a file, draft a document, check your calendar and chain those steps together. Your Chief of Staff is an agent, and that is the whole difference between it and a chat box.

Model

The AI itself, the part doing the thinking. Different models vary in how capable they are, how fast they answer and what they cost to run. It's the difference between a junior assistant and a senior one: same role, different level of experience. We'll set yours to the most capable one on your plan and leave it there.

Token

The unit the AI uses to count text, roughly word-sized chunks. A page of writing is about 500 tokens. When you see a number like "697 tokens" it's just telling you how much text it's working through. You never need to manage this.

Hallucination

When the AI says something confidently that isn't true. It isn't lying, it's pattern-matching its way to a plausible-sounding answer. It happens most with specific facts: dates, figures, names, legal detail.

The rule is simple. Don't ask it to recall facts it couldn't know, and always check anything that matters before you rely on it.

Connecting your other tools
How your assistant reaches into the software you already use.

Connector, or integration

A ready-made link between your assistant and another app, such as your email or your calendar. "Integration" is the general word for the same thing. A connector lets your assistant work inside the other tool instead of you copying between tabs. We switch these on only when you want them.

MCP

Short for Model Context Protocol. In plain terms it's the standard that makes connectors possible, so your assistant can reach into your calendar, your email, your CRM or anything else that offers one. When someone says "is there an MCP for that?", they're asking whether your assistant can be plugged into it.

Plugin

A bundle you add to your assistant that brings a set of skills or connectors at once, rather than adding them one at a time. A quick way to switch on a group of related abilities.

API

The way one piece of software talks to another directly, with no person in the middle. Some tools connect through their API, and a few need an API key, which is just a password for software. Keep those keys private and out of your files.

CRM

Customer relationship management, which is a long name for your customer database. It holds your contacts, your deals and the history of who you've spoken to and when. Connecting it lets your assistant keep it current for you.

The technical words
You'll meet these during setup. You don't need to understand them to use the system.

Terminal

A text-based window for sending instructions straight to your computer, without clicking through menus. It looks old-fashioned and it puts a lot of people off, which is fair enough.

You will never have to guess what to type. We use it occasionally, mostly to install something or run a script, and when we do you get the exact text to copy and paste. If it ever feels uncomfortable, say so and we'll do it together on a screen share instead.

Git and GitHub

Git is a system that tracks changes to files over time, so you can see what changed, when, and go back if something breaks. GitHub is where those files are stored online, privately.

Together they mean your Chief of Staff is backed up and nothing is ever really lost, including after an accidental delete. You don't need to understand how it works underneath.

Repository, or repo

The folder where your whole Chief of Staff lives, tracked by Git. Your operating brief, your memory, your skills and your playbooks. Think of it as the filing cabinet for the system. It's yours, it's private, and it travels with you.