FAQ
Questions, answered plainly
You're being careful. Good. That's the right instinct with anything that touches your business. Here's what we'd want to know, answered the way we'd want it answered.
Chief Staffer builds a working model of how your business runs: its roles, how the work gets done, the systems and the people it relies on. Your AI works from that model, so what it produces is grounded in your actual facts, with sources on demand and gaps named instead of invented. There are two ways to work with us: an engagement, where we build it with you, or self-serve, where you set it up yourself, free for 14 days.
Chief Staffer works with most AIs, including Claude, ChatGPT, Grok and local models: any AI that can add a connector. Start a free trial to check that yours does. Your room connects to your own AI account, and you work in your AI the way you already do. Every AI and agent you use works from the same Chief Staffer, so they all share one understanding of your business. If your AI can't add a connector, talk to us.
In a private room of your own, kept there so your AI can work from it. We don't sell it or use it to train AI models. Who can read it, how long we keep it and how to have it deleted are in our Privacy Policy. Prefer to keep everything on your own machines or in your own cloud account? We can set Chief Staffer up there for you as part of an engagement.
Self-serve is free for 14 days, then $99 a month, or $594 a year if you pay yearly (half price). Start here. An engagement is scoped and quoted for your business: contact us. Founder pricing and non-profit grants are available.
Almost everything is available either way. Self-serve, you and your AI do it yourselves: the general and custom business models, working with every AI you use, systems integration, harnessing open source tools, goals and processes, and a system of record, all in a private room you set up in your own AI. An engagement is Chief Staffer doing all of that with you, white-glove, with onboarding from your own documents and consultation throughout. The one thing that's engagement only: setup on your own machines or in your own cloud account.
How a business runs, in six kinds of thing:
- Staffers: the roles, each with its responsibilities
- Skills: how each piece of work is done
- Templates: the documents a business produces, section by section
- Rules: the policies and checks the work must follow
- Understanding: the things your business deals in, like clients, invoices and projects, and how they relate
- Systems and people: the software, equipment and people your business runs on
ChatGPT's memory and Copilot's context are conversational recall: they hold onto snippets from past chats, but they don't hold a structured model of your business. Chief Staffer keeps a real working model of how your business runs: your departments, staff roles, skills, and document templates, all connected, plus governed production with receipts you can check. It's the difference between an assistant that remembers what you said and one that actually knows how your business works.
No. If you can use your AI assistant, you can use Chief Staffer. There's no code to write and no new tool to learn: you work the same way you already do, and Chief Staffer does the rest underneath.
Yes. Self-serve is a subscription, monthly or yearly, and you can cancel it. Cancelling doesn't delete anything by itself: if you want what's in your room deleted, ask us, and we'll write back to confirm when it's done.
Yes. Chief Staffer works inside your own AI account, so your AI usage is billed by your AI provider, directly to you, at their rates. We don't resell AI access or mark it up. Your total cost is the Chief Staffer price plus whatever your own AI usage runs, with no hidden layer in between.