Claude Cowork plugins by airCFO

Build your ContextOS.

Claude can already read your finance systems. A ContextOS teaches it what your numbers mean — your definitions of burn, runway, and MRR; how your accounts map into reporting; the judgment calls your team carries in its head. Built once from QuickBooks in a guided session, proven against your live books, reused by every finance conversation after.

Built by airCFO, the AI-enabled back-office growth partner for startups — the same context model our team runs on our own books.

The problem

Finance analysis breaks when the model doesn’t know your company’s definitions:

Those answers rarely live cleanly in one system. They live in board decks, close checklists, reporting packages, spreadsheets, and CFO judgment. Without them, every AI answer is a generic answer.

How it works

1

Connect QuickBooks

Install the finance-contextos plugin — one connector, authorized with your own QuickBooks login, read-only. That's the whole first-run surface: one sign-in pop-up.

2

Build the ContextOS

A guided ~20-minute session drafts your account map from QuickBooks, reads whatever you share about the business, and writes a durable finance-profile.md. You review only the judgment calls.

3

Prove it ties

A ContextOS isn't done until it ties — cash to the bank, revenue to the books, to the penny. Differences become open questions, never silent assumptions. Then every finance conversation starts from your definitions.

What you get

A ContextOS that persists. The build produces a folder you own and can open anytime:

Then grow it. A second plugin, all-systems-go — named for airCFO’s All Systems Go series on the startup back-office stack — adds Stripe, Ramp, and Mercury connectors plus workflows that read your ContextOS first:

See Use Cases for prompts to try.

Read-only by design

The plugins read your systems; they never write to them. No journal entries, no subscription changes, no writeback of any kind. Outputs are analysis for human review — placeholders and open questions mark what the model doesn’t know, instead of fake certainty.

The QuickBooks connector is operated by airCFO, open source (MIT), and documented in full — what it stores, where it runs, and who can touch your data: Data Handling and Security. Prefer not to route through our server? Self-host it.

Install

You’ll need Claude Cowork (the Cowork tab in the Claude desktop app, on Pro, Max, Team, or Enterprise plans). The plugins install from inside Cowork — no command line.

  1. Open Claude Cowork, click Customize in the left sidebar, then Browse plugins.
  2. Select Personal, click the + button, and choose Add marketplace from GitHub.
  3. Enter the repository URL: https://github.com/aircfo/claude-startup-finance
  4. Click Install on the finance-contextos plugin. (Add all-systems-go now or later.)

Then, in a Cowork session:

build my ContextOS

The First-Session Guide walks through the whole thing.

Upgrading from the old startup-finance plugin? It split into finance-contextos (QuickBooks + the context builder) and all-systems-go (everything else). Uninstall the old plugin, update the marketplace, install the new ones — your existing context folder keeps working unchanged.

Early access

The plugins are in early access. They're best for teams on QuickBooks Online — and for finance leaders comfortable reviewing AI-drafted mappings before relying on them. Read the Early Access Brief and Known Limitations, and send feedback to alex@aircfo.com.

Documentation

  1. Early Access Brief — what you’re testing and what good feedback looks like.
  2. Data Handling and Security — read before you connect anything.
  3. First-Session Guide — install to first useful output.
  4. What is a ContextOS? — how the context model works.
  5. Self-Hosting the QuickBooks Connector — run it on your own infrastructure.
  6. Use Cases — prompts to try.
  7. Known Limitations — the honest list.