Blog

We keep you up to date on the latest tax changes and news in the industry.

How to Automate Overdue Payment Reminders in QuickBooks® (and Why It Works)

Late invoices can throw a wrench into your cash flow—but if you're not already automating reminder emails, you're leaving money on the table. The good news? Modern invoicing systems make it easier than ever to stay on top of late payments while preserving client goodwill.

Why Automation Is a Must-Have in 2025

  • 82–87% of businesses  report handling delayed payments, but savvy companies using automated, multi-stage reminder sequences typically see faster results and fewer client friction points.

  • The best workflows balance timing + tone, beginning gentle and escalating as needed.

Step-by-Step Setup with QuickBooks® Online (Example)

Looking for something hands-on? Here’s how to enable and customize automated payment reminders in QuickBooks® Online:

  1. Navigate to SettingsAccount and SettingsSales.

  2. In the Reminders section, click Edit, then toggle Automatic invoice reminders on.

  3. Schedule your reminders (e.g., send one them up to 90 days before or after the due date).

  4. Adjust subject lines, personal greetings, and message content for each reminder. Friendly yet clear tones work best.

Crafting the Perfect Reminder Sequence

Here's a model you can easily adapt for your business, regardless of industry:

Stage

Timing

Tone & Content

Pre-due

3–5 days before due

Friendly heads-up, invoice attached

Due date

On due date

Gentle nudge, reminder of terms

Short overdue

3–7 days late

Polite follow-up, ask for payment date

Mid overdue

14–30 days late

Firm tone, mention late fees/options

Final notice

30+ days late

Urgent, escalate payment needs

Research supports this staged delivery strategy as a high performer for balancing results and relationships.

Take Automation Even Further

To stay efficient and personalized:

  • Leverage AI-powered tools for smart follows: extract data, predict late payments, and auto-trigger reminders based on customer behavior.

  • Treat it as a system, not just emails: Monitor who’s been reminded, follow up manually if needed, and keep records tidy.

Automating overdue payment reminders isn't just about efficiency; it's about consistency and relationships. QuickBooks Online®’s invoicing platform makes it straightforward to:

  • Set up sequenced reminders that feel human

  • Customize timing and tone for clarity and effectiveness

  • Add scalable, smart automation with AI

Contact our office if you need assistance taking full advantage of your QuickBooks® accounting software.

Share this article...

Sign up for our newsletter.

Each month, we will send you a roundup of our latest blog content covering the tax and accounting tips & insights you need to know.

I confirm this is a service inquiry and not an advertising message or solicitation. By clicking “Submit”, I acknowledge and agree to the creation of an account and to the and .

We care about the protection of your data.

Copyright © 2025 THE TAX CUTTERY® - "THE TAX CUTTERY®" IS A REGISTERED TRADEMARK - All Rights Reserved.

Securities offered through PFS Investments Inc., member FINRA & SIPC. Investment advisory services may be offered through PFS Investments Inc. or, where applicable, through a separately registered investment adviser. Paul D. Diaz is an IRS Enrolled Agent & IRS Certifying Acceptance Agent and provides ITIN/W-7, tax preparation, tax resolution, and tax advisory services through THE TAX CUTTERY®, an independent firm. Tax services are not offered through PFS Investments Inc. or its affiliates and are solely the responsibility of THE TAX CUTTERY®. This message is not intended as an offer or solicitation in any jurisdiction where such offer or solicitation would be unauthorized. All investments involve risk, including the potential loss of principal. Past performance is not indicative of future results.

Paul D. Diaz, EA, MBA, has unlimited representation rights before the Internal Revenue Service.