How to chase unpaid invoices politely with AI
Get paid on time by sending friendly reminders that become firmer step by step, without spending your evenings writing them.
- ⏱ Time30 minutes to set up
- 💰 CostFree to start
- 🎯 DifficultyMedium
- 👤 ForSmall business
Steps
Ask an assistant to write three reminder emails: a friendly nudge a few days after the due date, a clearer second reminder, and a firm final notice. Keep them in your own words.
Tool: ChatGPT
Try this prompt:Write three short invoice reminder emails for a small design studio: day 3 friendly, day 14 clear, day 30 firm but polite. Include placeholders for name, invoice number, amount and due date.
Keep your open invoices in a simple sheet with the customer, amount, due date and status. Ask the assistant to tell you each morning which ones need which reminder.
Tool: Claude
Try this prompt:Here is my list of open invoices. Which ones are 3, 14 or 30 days overdue today, and which reminder should each get?
When you are comfortable, connect the sheet and your email to an automation that prepares the right reminder as a draft on the right day, so you only check and press send.
Tool: Make
Tools used
ChatGPT
The default all-rounder: chat, images, files and code in one app. Best first assistant for most beginners.
Free to start, paid plans
Claude
Anthropic's assistant for writing, analysis and code, now with decks, spreadsheets and scheduled tasks. A top pick for long documents and careful reasoning.
Pricing not verified
Make
Visual workflow automation with AI steps across thousands of apps. More flexible than Zapier, with a steeper learning curve.
Pricing not verified
Zapier Agents
Easiest start for non-coders: agents that act across 7,000+ apps you already use.
Free tier, paid plans
Learn how
New to AI tools? Start with our beginner guides.
Questions
Will this upset my customers?
Polite, regular reminders usually come across as organised, not pushy. Keep the first one light and only escalate when there's no answer.
Can it send the reminders automatically?
It can, but start with drafts you approve. Switch to automatic sending only for the first friendly nudge once you trust it.
More things AI can help with
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