In the past few month the number of incomming request related to calendar issues increased. There are several reasons for this like message body truncation, Richt text or HTML formated messages get converted to plain text. Those are most likely related to iOS devices and there is a KB available for this here.

But not only iOS is causing issues. Especially when it comes to delegate scenarios with more than one delegate and when all of them have multiple clients with different versions (e.g.: Outlook 2010/2013, Outlook for Mac and a whole bunch of mobile devices).

To get to a point: Just ignored the following recommendations

• Best practices when using the Outlook Calendar
• Description of common scenarios in which Calendar information may be removed from the Calendar or may be inaccurate
• Recommendations for configuring delegate scenarios in outlook 2010

But how do you troubleshoot those issues? There are several techniques…