Nebo · tutorial 10 · run the money
Chase overdue invoices without souring the relationship
Reminders that escalate on an aging schedule, stop the instant payment lands, and never reach a customer who is mid-dispute.
Most small businesses are bad at collections for an emotional reason rather than an operational one: chasing feels rude, so it gets postponed until it is urgent, at which point it actually is rude. An employee has no such reluctance, which is exactly why it needs firm limits on tone.
Steps
Define the ladder before the first message
Give it the suppression rules
This is the part that protects the relationship, and it must be explicit. An invoice being overdue is not sufficient reason to chase it.
A dunning email arriving in the middle of a support complaint is how a recoverable problem becomes a cancellation. The suppression list is more important than the ladder.
Warm the tone for good payers
Make it stop on payment
Have it re-check payment status immediately before sending, not at the start of the run. A payment that lands mid-run must cancel the reminder, and this is the single most common complaint people have about automated chasing.
Schedule considerately
Tuesday mid-morning. Not Friday afternoon, when it will sit unread and sour over a weekend, and not Monday morning, when it joins the pile.
Set the gate
Keep sending at approval until you have read a full month of
drafts and agree with the tone of every one. After that, you may let the first
two rungs of the ladder send unattended, but keep anything past day 21 gated
permanently. The firmer the message, the more a human should see it.
Verify
- Run against your real aging list with sending gated, and read every draft
- Confirm it skipped every account on your suppression criteria
- Mark an invoice paid mid-run and confirm the reminder does not go
- Check a long-standing good customer gets the warm version
- Confirm nothing over 45 days was contacted rather than escalated to you
When it goes wrong
It chased someone who had paid
It read payment status at the start of the run. Move the check to immediately before send.
The tone is too aggressive at day 10
Ladders compress under vague instructions. Give each rung an example message rather than an adjective.
It emailed the wrong person
Billing contact was missing so it fell back to whoever it could find. Require the billing contact and skip with a note if absent.