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Windows 10 PC (up-to-date) running the latest build of Microsoft 365 (Outlook) and latest build of Quickbooks 2022 Premier.
Outlook is configured with Google Workspace Sync (MAPI, rather an IMAP connection).
Sending a single invoice works fine. Trying to send multiple invoices via Email Later > Send Forms fails with "Quickbooks is unable to send your emails to Outlook".
Have ran through all the troubleshooting steps listed in the help article + more "possible" resolutions.
Have tested Outlook and Quickbooks in various configurations to rule out any "issues" with Windows, Outlook or Quickbooks - none other than the error relayed above.
If an IMAP account is is the only email account in Outlook, invoices (single & multiple) send fine - no errors.
If the GWS account is the 1st email account in the Outlook profile (as it has to be by the way the tool works), and the same IMAP account used above is added as a 2nd email account, same error - can send individual invoices, but not multiple.
If, instead, a Microsoft 365 account (also a MAPI account) is added as a 2nd email account to the profile, Quickbooks will send the emails using this 2nd email address, seemingly ignoring the GWS account (even if it is set as the default account in the profile).
It appears there is a bug in either Quickbooks that does not work with Google Workspace Sync when trying to send multiple emails. FWIW, I am an IT pro with 20+ years .. so I've ran through A LOT trying to figure this out; and have had no success.
I can use webmail and Gmail with increased security; however, the client would like to use Outlook.
I appreciate you providing complete details about the issue and the steps you've made so you can send multiple invoices, bigbluewater.
Since you've already tried the troubleshooting steps, I'll let you contact our QuickBooks Desktop Live Team. That way, they can create a case and send it to our Product Team. They'll check the setup for you and provide more details so you can send multiple invoices with different emails.
Here's how to get in touch with them.
I'm also adding these related topics so you can check other preferences when setting up emails.
Let me know how the contact goes or leave a comment below if you need more information. I'll be around to help you.
Will do later this evening when the client is not using the PC. Thanks.
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