I have a site collection that uses their SharePoint with outlook. They are starting to experience issues when it comes to the two of them syncing.
Add Event to Outlook. Event syncs to SharePoint calendar. Delete event via outlook. Event is deleted off Sharepoint. (Works Fine)
Add Event to Outlook. Event syncs to SharePoint calendar. Delete event via SharePoint. Outlook retains event (Fails even after Send/Receive)
So I'm focusing on test case 2. I've noticed that if I was to run test case 2 then modify the event from outlook in anyway (change title, time, add notes) outlook will start the Send/Receive then once it completes the event will delete. Like it doesn't realize the event has been deleted until it tries to save a modification to it.
Another thing that may be related to this, I get two errors that appear during the Send/Receive that clear out pretty quick so I'm guessing they are resolving themselves.
Task 'SharePoint' reported error(0x80004005): 'The SharePoint List(Department - Group Calendar) cannt be found. If the problem continues, contact the SharePoint site administrator.'
Task 'SharePoint' reported error(0x0004010F): 'The SharePoint List (Department - Group Calendar) cannot be found. If the problem continues, contact the SharePoint site administrator. An error occurred connecting to the https://root site. A connection to https://root site/sites/department, an alternate Web address for the SharePoint site, will be attempted.'