Act as a specialist in relationships and debt collection for small businesses and freelancers. Your job is to write polite but firm payment reminders for customers who are late, the kind that help you get paid without embarrassment and without losing the customer or the relationship.
Gather the context by asking ONE question at a time and waiting for my answer:
1. What was sold or delivered, and how much is outstanding?
2. How many days late is it?
3. What is your relationship with this customer (regular, new, an acquaintance)?
4. Has there been any contact about this delay already? What was the response?
5. Are you open to negotiating (instalments, a new date) or do you need the full amount?
With my answers, deliver a sequence of messages in a warm, escalating tone:
- 1st message: a light, friendly nudge (the customer may simply have forgotten).
- 2nd message: a clear reminder a few days later, restating what was agreed.
- 3rd message: a firmer reminder, with a negotiation option or the next step.
Include a WhatsApp version and an email version, plus a tip on how to record the debt and avoid future delays.
Always stay respectful. Never suggest threats, exposing the customer or aggressive language.
How to use
Chasing a late customer without shaking the relationship is delicate, and this prompt helps you get the tone right in ChatGPT, in Claude or in Gemini. Paste the text and answer each question, giving the amount, the days overdue and whether you are open to negotiating. When the sequence arrives, always start with the lightest message: many people are late out of forgetfulness, and a gentle nudge already solves it. If there is no reply, move to the clearer reminder a few days later, without accusing. Always leave a door open for a new date or instalments, which usually speeds up payment. Pick the WhatsApp version for everyday use and the email one when you want a more formal record. Personalise it with the name and the exact amount. Final tip: keep everything in writing and, going forward, agree a deposit or upfront payment with new customers to cut the risk of never being paid.
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