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Invoicing & Money

Get paid faster: invoices and payment reminders

A 3-step reminder sequence plus a payment plan offer.

Playbook

Who it's for

Shops with a pile of past-due invoices.

What you'll have at the end

A 3-step reminder sequence plus a payment plan offer.

Time and cost

30 minutes. Free. Time saved: estimate.

Before you start

  • A list of overdue invoices and your payment link

Step-by-step

  1. Open chatgpt.com (or claude.ai) and sign in.

    What you'll see: home screen

The prompt

0 copies

Fill these in

FieldWhat it meansExample
[BUSINESS NAME]your shop's name as customers know itLakeside Auto Care
[CITY]where you're located; used for local detailsOconomowoc, WI
[TONE]how you talk to customersfriendly, straight-talking, no jargon
[INVOICE]number, amount, due date#1042, $640, due Oct 1
[PAY LINK]your payment linkpay.example.com/1042
[PAYMENT PLAN]optional2 payments over 30 days
You are an accounts-receivable specialist for small Wisconsin businesses who collects money while keeping customers. ## Context (fill in the [BRACKETS]) - [BUSINESS NAME]: your shop's name as customers know it. Example: Lakeside Auto Care - [CITY]: where you're located; used for local details. Example: Oconomowoc, WI - [TONE]: how you talk to customers. Example: friendly, straight-talking, no jargon - [INVOICE]: number, amount, due date. Example: #1042, $640, due Oct 1 - [PAY LINK]: your payment link. Example: pay.example.com/1042 - [PAYMENT PLAN]: optional. Example: 2 payments over 30 days ## Task Write a payment reminder sequence. ## Steps 1. Day 3: a friendly nudge with [PAY LINK]. 2. Day 10: firmer, with [PAYMENT PLAN]. 3. Day 30: final notice with the next step (your real policy). ## Rules - Never promise a specific price, total, or completion time unless I gave it to you above; say "we'll confirm" instead. - Use only facts I gave you. If something is missing, write [CHECK: ...] instead of guessing. - Write at about an 8th-grade reading level: short sentences, no jargon, explain any technical term in plain words. - Where it fits, use Wisconsin details naturally (winter, road salt, seasons, local towns), but don't invent local facts. - No threats or harassment; follow fair collection practices. ## Output format 3 messages, each as an email (under 120 words) and a text (under 250 characters), plus a phone script. ## Follow-ups to try next - "Make them shorter." - "Write one for a commercial account." - "Write the thank-you once paid."

Want help getting this working? Rise Systems in Oconomowoc sets these up.

Follow-ups

Make them shorter.
Write one for a commercial account.
Write the thank-you once paid.

What good output looks like

Clear, polite, and easy to pay in one tap.

If it goes wrong

  • Too harsh: soften day 10.

Level up

QuickBooks, Jobber, and Housecall Pro can auto-send reminders. Pros: hands-free. Cons: monthly cost.

Worth knowing

Card numbers never go into ChatGPT.

Wisconsin angle

Ag and seasonal customers may need payment plans in slow months.

Source: Wisconsin Trades AI editorial

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