I appreciate you trying some tests to get-around with your missing Outlook option, @cbrhon.
I wish to cover these all for you. However, I won't be able to check your account without asking for sensitive information. I don't want your account information displayed here for security reasons since the Community is a peer-to-peer forum.
I know you've already called in. However, I still suggest getting in touch with our QuickBooks Team to have this re-investigated. Agents have the necessary tools, like screen-sharing to get you back up and running.
You can use this link as a reference to get their contact details: Contact the QuickBooks Desktop Customer Support Team.
Keep me posted on how the call went or if you have other questions about QBDT. I'm always here to offer help.
