Office365 – Dirsync not synchronizing fully
April 19th, 2014 by 
Jabez Gan [MVP]
Background:
Directory sync is located in the internal network and is behind a TMG proxy. TMG Proxy has been configured to allow Directory Sync to access HTTPS of the internet.
Problem:
With Directory Sync installed, the synchronization fails from time to time after a few hours of sync (we have >10,000 objects to be synced to the cloud).
Root Cause:
Directory sync should have direct connection to the internet. It is known to create issues if it is behind a TMG Proxy.
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