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Buy nowI had our IT guy try the fixes you listed for using the new Outlook and it's still NOT working. Below is what happens:
Popup - “QuickBooks Desktop is unable to send your emails to Outlook. Close any open Outlook windows and try again”. I did that and reopened Outlook and got an “incompatibility” popup message. Outlook then reverted itself back to the older version (because of the QBD incompatibility).
So until an actual update has been applied within QBD, I'm stuck using the old Outlook.