Hello Googlyjason,
Thanks for you post, I understand that the issue is that the appointments on your calendar prior to 2018 are missing now. First of all, I want to confirm some related information:
- Are you using Outlook 2016 for Windows client or Outlook Web App(OWA)?
- Is it your own calendar or shared calendar?
Let me assume that you are using Outlook 2016 for Windows client and it is not a shared calendar. In order to find back the missing calendars, please first sign in OWA and check if you can see the missing appointments there. If yes, it means that they are not deleted. Please turn off the cache mode in the Outlook client to see if you can see the appointments now. Click File->Account Settings->Account Settings, choose your Office 365 account and click Change. Under Offline Settings, uncheck Use Cached Exchange Mode. Save the settings and restart Outlook.
If you cannot see the appointments in OWA too, there might be several reasons:
- They are deleted by mistake. Please go to Deleted Items folder and Recover Deleted Items folder and double check if you can find them there.
- The appointments prior to 2018 are deleted due to the retention policy. It is suggested to contact the Office 365 admins in your organization to check if they have set the retention policy to delete them.
Please feel free to contact me if you have any update on this problem.
Regards,
Rick