O365 and Office Message Encryption

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New Member
Outlook version
Outlook 2016 32 bit
Email Account
Office 365 Exchange
Since June of this year, we have taken advantage of Office Message Encryption. Looking for anyone else with experience of using OME(2) especially with Google/Yahoo users, Google for us as we have some g-Suite users we send, want to send encrypted emails to.

The idea behind the new version, OME2 is the ability to send to O365 users and non-O365 users. For O365 users we have found the service to work well. For Google and Yahoo, it sort of works sometimes, and then not at all for some. The idea for Google (G-Suite)/Yahoo users is they can use their Google/Yahoo logins via Microsoft's Federated login agreement to read emails, except it does not always work using the Social Connector, so we have turned Social Connector off which forces users outside of O365 to use a one-time passcode. This works most of the time (>97%) but on occasions doesn't:-
  • Timeout issues
  • Azure Information Portal server issues resulting in a messy webpage exception
  • Can read email once but subsequent attempts fail for unknown reasons
So its frustrating as what seems a good idea is failing one too many times to be a reliable solution. Reported to Microsoft mid-June and response has been to pass from department to department as no one seems to own the answer or have an idea who/what to talk to.

Getting no-where fast, its October now and many tickets been and gone and looking for other people that may have had a more positive experience than ours to give us some hope it will work?


New Member
Outlook version
Outlook 2016 32 bit
Email Account
Office 365 Exchange
Its rare but to give you an example. To one G-Suite company we sent 100+ individual emails, not a bulk email. Out those emails sent we had 3 come back advising they had errors and could not read the email. This time around seeing error below from Sign in to your account is pretty horrible error to get and response from MS is can we replicate the error among other things. The other errors are the AIP portal timing out. As I say most work but too many don't and not understanding why we seem to be the only ones hearing about this...

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