i think sending multiple payment reminders can help prevent escalation and reduce unpaid invoices

I’ve been sending reminders at different intervals – 7 days, 14 days, and 30 days after the due date. It really does help keep clients in the loop.

A lot of the time, it’s just a matter of them forgetting. With those nudges, I often get paid before having to get stern.

Sending one reminder should do it. If they don’t pay, just let it go and focus on other tasks.

Send reminders at 15, 30, and 45 days overdue. This keeps it consistent and helps push clients to pay. Most will respond after the second reminder. If they don’t, consider collections or small claims. Don’t let unpaid invoices pile up.

Just call after a week or two.

Same here, but I spread mine out more. I do 10 days, 30 days, then 60 days past due. First one’s super friendly, second gets more direct, third mentions consequences.

Changing the tone for each reminder made a huge difference. First assumes it’s just an oversight. Second asks if they’re having payment issues. Third is where I bring up late fees or pausing work.

Spacing them out gives clients breathing room but keeps the pressure on. Bombarding them with reminders just pisses people off.

I stick to two reminders max. First one at 10 days overdue - keep it friendly.

Second at 30 days - get direct about payment. After that, I write it off or cut ties completely.

Anything more than two feels like begging for your own money.

I automate this now. Three reminders go out automatically:

  • Day 7: Checking in about invoice #123
  • Day 21: Following up on outstanding payment
  • Day 45: Final notice before next steps

This takes the emotion out of it. No more wondering if I should send another email or feeling awkward about asking for money.

Keep it business-like. Most clients appreciate knowing what’s coming.

After those three, I either write it off or hand it to someone else. Life’s too short to chase invoices for months.