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Had the same issue since April invoices bounced back it's really inconsistent. We've never had an issue with emailing out invoices through QBO before, but now randomly invoices seems to "bounce".
The invoice emails have been at the top of the invoicing list with no attempt to auto re-send for the last 4 weeks.
Today i have PDF them and sent manually.
So i have little faith in the statement "our system reattempts to send out the emails, which are then successfully delivered"