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Thanks for bringing this to our attention. I'm here to help point you in the right direction and get the Outlook option show up in QuickBooks Desktop.
I appreciate you performing all the troubleshooting steps to resolve this. Since none of them work, I recommend reaching out to one of our experts. They'll be able to pull up the qbwin.log to check unforeseen conditions of your company file and perform a screen-sharing session for further isolation.
Here's how to get in contact with them:
This should point you in the right direction. Please let me know how things go after contacting them. I want to ensure this matter gets resolved.