Now in early access

Your AI Chief of Staff

Chief of Self learns who you are, connects to your tools, and automates the work that drains your day. Unlike other AI, it remembers everything.

Chief of Self
Ask anything...

Every AI conversation starts from zero. Yours shouldn't.

Today's AI tools are powerful but disconnected. They forget you, can't reach your tools, and treat everyone the same.

AI Amnesia

Every conversation starts from zero. You re-explain your role, preferences, and context every single time.

Copy-Paste Workflows

You manually shuttle information between your calendar, email, notes, and AI. The AI can't reach your tools.

Generic Responses

AI gives the same advice to everyone. It doesn't know your writing style, your team, or how you like things done.

Everything you need in a chief of staff

Six core capabilities that make Chief of Self more than a chatbot.

Persistent Memory

Remembers your preferences, relationships, projects, and past interactions across every conversation.

Multi-Agent Routing

Messages automatically route to specialized agents — calendar, email, research, coding, and more.

Deep Integrations

Connects to Google Calendar, Gmail, Contacts, Notion, and GitHub. Agents use your tools natively.

Automation & Scheduling

Run tasks on a schedule, trigger workflows from events, and chain multi-step operations.

Guided Onboarding

An interactive interview builds your profile so the AI starts personalized from day one.

Secure by Design

Sandboxed tool execution, AES-256 token encryption, and prompt injection detection built in.

The #1 Differentiator

What is persistent AI memory?

Most AI forgets you the moment you close the tab. Chief of Self stores everything it learns about you in two complementary systems that work together.

Vector Memory (Semantic Search)

Every message is embedded via OpenAI and stored in pgvector. When you ask a question, the system retrieves the most semantically relevant past conversations — even if you used different words.

Observations (Structured Facts)

An LLM extracts key facts from your conversations — preferences, relationships, project details, routines — and stores them as structured observations that agents access instantly.

What Chief of Self remembers about you

PreferencePrefers concise, bullet-point summaries over long paragraphs
RelationshipSarah Chen is your direct report — meets weekly on Tuesdays
ProjectCurrently leading Q3 roadmap planning for the Orion initiative
RoutineStarts work at 8:30 AM, blocks 12-1 PM for lunch
CommunicationWrites emails in a direct, professional tone — avoids exclamation marks

Multi-Agent Architecture

How does multi-agent routing work?

Your message is analyzed by the Chief of Staff, which delegates to the best specialist agent. Each agent has its own tools, memory access, and domain expertise.

"Schedule a meeting with Sarah and draft a prep email"
Chief of Staff routes to 2 agents
Chief of Staff

Routes your messages to the right specialist. Understands context from memory to make smart delegation decisions.

Calendar Agent

Manages your schedule, finds optimal meeting times, and prepares briefings based on attendee history.

Email Agent

Drafts, triages, and sends emails in your voice. Knows your contacts and communication preferences.

Research Agent

Digs into topics, summarizes findings, and delivers results formatted exactly how you prefer.

Connected Tools

What tools does Chief of Self integrate with?

Connect your accounts once. Agents use the right tools automatically based on your task — no copy-pasting between apps.

Google Calendar

View, create, and manage events. Find free time slots.

Gmail

Read, draft, and send emails. Triage your inbox.

Google Contacts

Look up people, phone numbers, and relationship context.

Notion

Query databases, create pages, and manage your workspace.

GitHub

Browse repos, issues, and pull requests.

More coming soon

Slack, Linear, Jira, and more on the roadmap.

Automation Engine

Set it and forget it

Chief of Self doesn't just respond — it anticipates. Schedule recurring tasks, react to events, and chain multi-step workflows.

Scheduled Tasks

Run agent tasks on a cron schedule — daily briefings, weekly reviews, recurring reports.

Event Triggers

React to events like new emails, calendar changes, or task completions to kick off workflows.

Multi-Step Chaining

One agent's output feeds the next. Schedule → Research → Draft → Send, all automatically.

Morning Briefing0 30 8 * * 1-5

Step 1: Check Calendar

Fetch today's events and identify prep needs

Step 2: Scan Inbox

Surface priority emails and draft responses

Step 3: Deliver Briefing

Compile summary and send to your preferred channel

Real-World Scenarios

See Chief of Self in action

Start your day fully prepared

Every morning at 8:30 AM, Chief of Self checks your calendar, scans your inbox, and delivers a personalized briefing — who you're meeting, what they last discussed, and which emails need a reply.

1Pulls today's calendar events with attendee context
2Scans priority emails and drafts quick replies
3Surfaces relevant memories from recent conversations
4Delivers a concise briefing to your preferred channel

Security First

Your data stays yours

Built with defense-in-depth from day one — sandboxed execution, encrypted storage, and active threat detection.

Sandboxed Execution

All tool code runs in a QuickJS sandbox — isolated from your system, with no filesystem or network access beyond approved APIs.

Encrypted Credentials

OAuth tokens are encrypted with AES-256-GCM before storage. Keys are never exposed to agents or stored in plaintext.

Prompt Injection Detection

Inbound messages are scanned for prompt injection attempts before reaching any agent, protecting your data and workflows.

Multi-Channel Access

Reach your AI wherever you are

Web, CLI, Email, or SMS — the same persistent memory and agent capabilities across every channel.

Web App

Full-featured conversational UI with rich formatting, file uploads, and real-time streaming.

CLI

Terminal-first interface for power users. Pipe commands, script workflows, and stay in your editor.

Email

Send a message to your Chief of Self email address and get an AI-powered reply in your inbox.

SMS

Text your AI chief of staff from anywhere. Great for quick questions on the go.

Frequently asked questions

Everything you need to know about Chief of Self.

What is Chief of Self?
Chief of Self is a personal AI chief of staff that remembers who you are, connects to your tools (Google Calendar, Gmail, Notion, GitHub), and automates repetitive work. Unlike generic AI chatbots, it builds a persistent profile of your preferences, relationships, and routines.
What is persistent AI memory?
Persistent AI memory means the AI retains information across conversations using vector embeddings (pgvector) and structured observations. It remembers your preferences, relationships, projects, and past interactions — so you never have to repeat yourself.
How does multi-agent routing work?
Multi-agent routing automatically classifies your message and routes it to the best specialized agent. A Chief of Staff agent analyzes your intent, then delegates to agents for calendar management, email drafting, research, coding, or task management — each with its own tools and expertise.
What tools does Chief of Self integrate with?
Chief of Self integrates with Google Calendar, Gmail, Google Contacts, Notion, and GitHub through secure OAuth connections. Agents automatically use the right tools based on your connected accounts. More integrations (Slack, Linear, Jira) are on the roadmap.
How is Chief of Self different from ChatGPT?
Unlike ChatGPT, Chief of Self maintains persistent memory across sessions, routes tasks to specialized agents, connects directly to your productivity tools, and can run automated workflows on a schedule. It is a proactive chief of staff, not a reactive chatbot.
Is my data secure?
Yes. All tool code runs in a QuickJS sandbox isolated from your system. OAuth tokens are encrypted with AES-256-GCM before storage. Inbound messages are scanned for prompt injection attempts. Your data is never shared with other users or used to train models.
Can I use Chief of Self from my terminal?
Yes. Chief of Self includes a full CLI application. You can chat, manage tasks, and trigger workflows directly from your terminal. It shares the same persistent memory and agent capabilities as the web app.
How does the onboarding interview work?
When you sign up, an interactive interview asks about your role, communication preferences, key relationships, and workflows. This builds your initial profile so the AI starts personalized from day one — no cold start.
Can I schedule recurring tasks?
Yes. You can create scheduled tasks with cron expressions — daily briefings, weekly reviews, or any recurring workflow. Tasks can chain multiple agents together and deliver results to your preferred channel.
Is Chief of Self free to use?
Yes! The free tier includes 20 messages per day, a free onboarding interview, 1 integration (email or calendar), and persistent memory. When you need more power, Pro ($20/mo) gives you 5,000 monthly credits, up to 10 integrations, and smart multi-agent routing. Max ($49/mo) unlocks unlimited integrations and automations with 15,000 credits. Enterprise offers custom pricing with unlimited everything.
What are credits and how do they work?
Credits are token-weighted compute units that measure AI usage. Each message costs credits based on the AI model used and the number of input/output tokens. Pro plans include 5,000 monthly credits, Max plans include 15,000. Credits reset each billing cycle and don't roll over. You can purchase additional credit packs anytime. If you bring your own API keys (BYOK), your messages don't consume credits at all.

Ready to meet an AI that actually knows you?

Stop repeating yourself to AI. Start with a chief of staff that remembers, connects, and automates.