Your source of truth.chief of staff.
One mind for everything you're running.
Harold knows your whole working life, and makes sure nothing slips.
Several projects, a long list of people, commitments in every direction. Harold holds all of it in one place, so none of it depends on you remembering.
Harold runs entirely on the AI subscription you already have: Claude, ChatGPT, Cursor, GitHub Copilot, Gemini, Grok, Kimi, Qwen and more. No subscription? Add an API key instead.
A brief in the morning, focused work through the day, and everything captured before you stop. The same rhythm every day is what keeps a busy week from slipping.
On weekdays the first draft can be written in the cloud early in the morning, with your laptop shut. Say good morning and it's on screen: what changed, what's urgent, your top priorities, then ready-to-run prompts for the day's work.
Each priority becomes a focused session: research, writing, analysis, deal review. Everything Harold knows about the people and projects involved comes with it.
Before a turn ends, Harold checks that what you learned is written down and your contacts are up to date, then saves everything. If something is missing, it goes back and finishes. Say you're done and it wraps up the whole session. Weekly and monthly upkeep can run on its own and only tells you what needs you.
Each part does one job for you, and they all share what they know, so a follow-up you agree to in a meeting turns up in your brief when it's due.
Everything you know, kept for good: people, companies, projects, meetings, decisions and intel, linked to each other and searchable, with every change saved. Ask about anyone or anything and Harold follows the links to the full story.
permanent memoryEvery relationship across your whole working life, not one employer's. See how warm each one is and who you're overdue to talk to, with one pipeline where every entry says why it's there.
your whole working lifeAlerts flag overdue tasks and missed deadlines, blockers that have sat too long and events coming up without prep. Your brief adds the relationships and the projects you've let go quiet, with each project's next step. Most urgent first, so you know where to start.
before you askPaste your call notes or forward an email, and every commitment in it becomes a task without you asking: yours, and what others owe you. Keep the task manager you already use: Linear works out of the box, and others connect through your AI tool.
any task manager · linear by defaultYour recurring work, done the same good way every time: the morning brief, meeting debriefs, new contacts, event prep. No commands to remember: say what you're doing and the right one runs.
fired by what you sayA second and third opinion on big decisions. Put one hard question to several AI models at once and see where they agree, where they differ, and a combined answer. Optional, and installed separately.
optional add-onEvery session starts knowing everything and ends with the work saved. Before you say a word, your rules, lessons and priorities are loaded, and Harold won't start if something it needs can't be read. At the end of every turn it checks that the day's work is written down, your contacts are up to date and every action item has its task, sends the AI back to finish if not, and saves everything. Where your AI tool can run it automatically, none of this depends on the AI remembering.
every sessionWhichever AI agent you use, and however good it gets, it does better work with an office around it: your knowledge, relationships and routines, already organized, with rules it can't skip. That's Harold.
A CRM, a pipeline where every entry has a stated purpose, notes on people, companies, meetings and decisions, and playbooks for the morning brief, debriefs and follow-up. Ready for your agent to move in.
Your context is loaded before the first word, and people, decisions and lessons are filed before a session ends. In AI tools that support it, a separate check makes sure it happens every time, not only when the AI remembers.
Your knowledge and contacts stay yours, in your own private repository and your own database. Change AI tools or models and nothing is lost.
See what every session is working on, live. When several things are moving at once, one screen shows which sessions are researching, writing, coding or reaching out, and what each one is doing. It's optional and runs where your sessions run: your computer or your server.
Each session reports what it's doing across eight kinds of work, and Expedition HQ gathers them into one live view: who's researching, who's coding, who's drafting outreach. The demo on this site runs on invented sessions and adds a few extras for fun; the plain live view comes with the starter.
Harold's power comes from how the layers talk to each other, not from any single tool.
Setup, each part in detail, the daily rhythm and how to connect your AI tool.
Harold gets more useful the more you use it: every person, decision and correction makes the next day's work better. Harold built its own CRM and this very page. Free, open and yours.
Harold is open and free, but if you want guidance from the creator, book a 30-minute consultation. Ask questions, explore how it fits your workflow, and if it makes sense, we can even help implement.