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Playbook

Invoice Chaser: Never Let Payment Slip Through

Track unpaid invoices and get escalating follow-up drafts — gentle reminder to final notice — so you get paid without the awkwardness.

What You Will Get

Chasing unpaid invoices is the worst part of running a small business. You did the work, you sent the invoice, and now you are stuck in an uncomfortable loop of wondering whether to follow up, worrying about seeming pushy, and silently fuming when a payment is three weeks late. Most freelancers and small business owners lose thousands annually to invoices that simply fall through the cracks.

With this setup, you log each invoice with the client name, amount, due date, and email address. Your agent tracks the timeline and generates escalating follow-up email drafts: a friendly reminder at 3 days overdue, a firmer follow-up at 14 days, and a final notice at 30 days. Each draft is saved in your Gmail drafts via gog — you review, personalize if needed, and send.

You get a weekly summary on WhatsApp or Slack showing all outstanding invoices, how overdue each one is, and which follow-ups are due. No more mental tracking, no more awkward delays. You follow a system, and the system gets you paid. Setup takes about 10 minutes.

Setup Steps

Start tracking and chasing invoices in about 10 minutes.

1

Connect Gmail with gog

Enable the gog skill so the agent can create email drafts in your Gmail account. This is where your follow-up drafts will be saved for review before sending.

2

Log Your First Invoice

Message your agent: 'New invoice: Client: Acme Corp, Amount: $3,500, Due: April 15, Contact: billing@acme.com.' The agent stores this and starts tracking. You can log invoices anytime from WhatsApp, Telegram, or Slack.

3

Define Your Escalation Timeline

Tell the agent your preferred follow-up schedule: 'Send a gentle reminder 3 days after the due date, a firm follow-up at 14 days overdue, and a final notice at 30 days overdue. Save each as a Gmail draft.'

4

Customize the Tone for Each Stage

Provide tone guidance: 'The gentle reminder should be warm and assume they forgot. The firm follow-up should reference the original invoice and payment terms. The final notice should state consequences clearly but professionally.'

5

Set Up Weekly Invoice Summary

Schedule a weekly summary every Monday: 'Show me all unpaid invoices, how many days overdue each is, the follow-up stage, and the total outstanding amount.' Deliver it to Slack or WhatsApp.

6

Mark Invoices as Paid

When payment arrives, message: 'Acme Corp invoice paid.' The agent removes it from the tracking list and stops generating follow-ups. Keep a running tally of collected vs. outstanding.

Escalation Flow in Action

Day 3 Overdue — Gentle Reminder

'Hi [Name], just a quick note that invoice #1042 for $3,500 was due on April 15. I wanted to make sure it didn't slip through the cracks. Let me know if you need anything from my end to process the payment. Thanks!'

Day 14 Overdue — Firm Follow-Up

'Hi [Name], following up on invoice #1042 for $3,500, originally due April 15. This is now two weeks past due. Per our agreement, payment was expected within 30 days. Could you provide an update on when I can expect this to be processed?'

Day 30 Overdue — Final Notice

'Hi [Name], this is a final notice regarding invoice #1042 for $3,500, now 30 days past due. I need to resolve this by [date] to avoid further action. Please confirm payment status at your earliest convenience.'

Tips and Best Practices

Log Invoices the Moment You Send Them

Build the habit of logging right after you email the invoice. It takes ten seconds on WhatsApp and means nothing gets missed.

Personalize Before Sending

The agent's drafts are solid starting points. Add a personal touch — reference a recent conversation or shared project. It makes follow-ups feel human, not automated.

Track Patterns

If a client consistently pays late, adjust your terms. The weekly summary helps you spot chronic late payers so you can switch to upfront payment or shorter terms.

Frequently Asked Questions

Related Pages

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