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.