

By
Russell Taylor
Late payments drain cash flow and eat up hours. Manual chasing forces context switching between spreadsheets, inboxes, and billing tools, and customers still slip through the cracks.
Automated reminders fix this by connecting your customer data, messaging channels, and print mail API into one system that triggers the right message at the right time across email, SMS, and physical mail. The approach works because it is timely, coordinated, and personalized. Personalized messages get higher response rates, and mail adds a tangible touch that breaks through digital fatigue.
Automated payment reminders are messages triggered by milestones such as an upcoming due date or an overdue invoice. Instead of manually tracking who owes what, you configure events and rules. When a condition is met, the system sends the right message on the right channel and updates status automatically.
The strongest setups bring data together and orchestrate outreach across email, SMS, and mail. With Lob’s print mail API in the mix, you can coordinate letters with digital touches to reinforce your message.
Define the events that matter to your workflow, such as “Invoice Created,” “Payment Due Soon,” “Payment Overdue,” and “Payment Received.” For each event, standardize properties like customer name, contact details, invoice number, amount due, due date, and account status. This becomes your tracking plan and powers the rest of the system.
Your messaging platform should listen for those events and trigger campaigns. Build journeys that escalate over time, moving from friendly nudges to firmer follow-ups as deadlines pass. The advantage here is orchestration to design multi-step journeys that adapt based on customer behavior and payment status.
When an invoice reaches your “overdue” threshold, trigger Lob’s API to generate and mail a payment reminder letter automatically. Pass merge fields (name, address, balance, due date, payment link) along with your HTML template. Lob handles printing, postage, and USPS handoff, and returns delivery events you can use to time follow-up emails the day the letter is expected to arrive.
Pro tip: Use Lob’s address verification so bad addresses are corrected or flagged before anything prints.
Lead with the amount due and due date. Use clear hierarchy, adequate white space, and a single primary CTA such as “Pay online” or “Call to pay.” Include a recognizable brand header and a brief explanation of what the charge covers.
Reference the specific service or period and any relevant account details. With Lob’s templating, you can include account numbers, plan details, and tailored payment options as merge variables.
Start friendly and solution-oriented. As time passes, be direct but respectful. Offer a clear path forward, including contact options or payment plan information.
Monitor events such as “Invoice Viewed,” “Payment Page Visited,” and “Payment Failed.” If someone views the invoice but does not pay, send a targeted email asking if they need help. If digital touches go unopened, escalate to mail sooner.
Use conditional logic to stop the sequence immediately when a payment is received. Create alternative branches for high-value accounts, new customers, or customers on payment plans so the experience matches the relationship.
Use Lob’s delivery events alongside your email and SMS metrics to understand which channel combinations resolve balances fastest. Focus on payment conversion rather than opens alone.
Test one variable at a time: subject lines, letter layouts, message tone, or escalation timing. Let results guide your standard cadence.
Review timing patterns after a few cycles. Adjust send days, channel order, and creative for segments that pay slower or faster.
Printed letters take time to arrive. Use expected delivery dates from Lob to schedule an email the same day the letter lands. This paired touch reinforces the message without over-messaging.
Add QR codes that deep-link to a secure payment page. Use personalized URLs to prefill details and reduce friction. These also provide clean attribution for print.
When Lob confirms delivery, start a follow-up timer. If no payment posts within a set window, send an SMS or email. This keeps pressure consistent without guessing.
Lob’s Print Delivery Network makes it easy to add coordinated mail to your reminder cadence. Talk to our team to see how to integrate mail with email and SMS in one automated flow.
FAQs
How quickly can I set this up?
If your data and messaging tools are in place, you can connect Lob’s print mail API, configure templates, and set triggers in short order. End-to-end setups that include new data tracking and orchestration typically take longer.
How many reminders should I send before escalation?
Many teams find success with a balanced sequence over a few weeks, including one to two reminders before the due date, a few after, and a final notice. Test and tune for your audience and policy.
Can I automate reminders for customers without email?
Yes. If you have a valid mailing address, you can run a mail-only sequence through Lob. Mail can also serve as a fallback for customers who have opted out of digital.
How do I handle customers on payment plans?
Track a “Payment Plan Enrolled” status and route those customers to a separate journey with installment reminders and progress updates rather than overdue notices.
What if an address is invalid?
Use Lob’s address verification to catch and correct errors before print. Undeliverable pieces will be surfaced in tracking so you can request updated details through another channel.