The issue is with late fees that belong to a past due invoice, that are charged on a monthly basis, adding a new entry to an invoice's original date throws off the closed financials. A finance software should have the ability to make future adjustments and post the entry to the current open month, so prior closed months are not affected.  Having to manually shut off the finance charge automation for a late-paying client, and manually creating a new invoice for just the late fee then causes a new problem.  The next time a late fee is due for these 2 past-due invoices, the automation won't apply the selected rate to the total amount due.  Basically, the QBO answer for automated late fees doesn't work if you're on accrual. In the event the invoice is 30+ days past due, you have to turn off the automation and create separate/manual invoices.  QBO should have an allowance for a future update to an invoice to be 'posted/dated' for the date of our choosing - either the invoice date or today's date, for example.