Microsoft Federation Gateway (MFG) is very sensitive when it comes to time. If this configuration is against Office 365/Exchange Online/Microsoft Federation Gateway – it is probably more simple than that. If you start investigating this issue, you will find pointers to ADSIEdit and how to cycle up new certificates etc. My advice: Don’t go there. Naturally, you investigate the Exchange Delegation Federation Certificate on your side and find that is good for another five years! So why is it telling you that it is expired? Message : Certificate referenced by property OrgPrivCertificate in the FederationTrust object is expired. It looks pretty good, but fails at the end with this depressing statement: You are running this command to see if you are on top of your Hybrid Configuration or not:
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