Brandon - I was able to get the iPad synced up, but outlook is not working. I tried shutting it down and restarting, but still no luck.
Any other thoughts?
I would suggest signing out, closing outlook, and clearing the cache (remove all) from %userprofile%\AppData\Local\Todoist\Outlook\Cache.
If that does not help, I am un-sure what the issue is. It should sync without issues. A re-install may help,. using Run As Admin on the installer.