How to chase overdue invoices with Claude and QuickBooks

Updated October 29, 2026 · from lesson 17 of the course

Claude can read your accounts receivable in QuickBooks, check what customers have already told you, and draft a reminder that fits each one. Nothing is sent until you approve it.

What you need

The prompt

Who owes us money? Use QuickBooks, and check the customer emails in [folder] on my Desktop before you draft anything. Draft a reminder for each overdue invoice and show the drafts here. Don't send or save any email.

The last sentence matters. It keeps Claude in drafting mode, so you read every reminder before it reaches a customer.

What Claude does

  1. Pulls the overdue invoices from QuickBooks: customer, invoice number, amount, due date and days late.
  2. Reads the emails in the folder and matches them to customers.
  3. Chooses a tone per customer based on what it found, and drafts one email each.
  4. Summarizes the total owed and anything you should decide yourself.

Example: three invoices, three different emails

In the course, the demo bakery has three overdue invoices totalling $2,100. Reading the inbox first changed two of the three reminders:

CustomerWhat the inbox saidClaude's draft
Invoice 2043, $385.50, 36 days late"Our accounts team paid this on October 2."A polite question asking for the payment date and reference, not a demand.
Invoice 2045, $1,596.00, 12 days lateAn unanswered complaint about a cake with the wrong name.An apology first, the refund amount left to the owner, then the invoice.
Invoice 2046, $118.50, 3 days lateNothing.A short, friendly nudge.
Why this matters: a generic reminder to a customer who says they've paid, or who is waiting on a refund, costs you goodwill. Checking the inbox first is the step most people skip.

Keep it safe

Want to see it done, step by step?

The Monday Routine is a 26-lesson video course that walks you through this on a real-looking bakery, then on your own business. Lesson 17 shows every step on screen.

See the course · $149