Outlook 2016 Issue

We've recently have an issue with our Outlook 2016 clients where this dialog box will pop up:

We are an on-prem environment and after searching we saw that Direct Connect was implemented into Outlook.  We have tried ExcludeExplicitO365Endpoint registry key but it still is an issue for our mobile users who experience frequent network interruptions.   The above dialog box will pop up and when you close it, Outlook will say "Needs Password" at the bottom rather than reconnecting.

Any ideas how we can disable this?
Edward ChoManaging Exciting Technology ThingsAsked:
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Ibrahim BennaTechnology LeadCommented:
Does this happen when selecting any message or specific emails that have links? Does this occur in OWA?
Edward ChoManaging Exciting Technology ThingsAuthor Commented:
Thanks for responding.  

Does not happen with OWA.  It's a dialog box that's generated via Outlook 2016.  It almost looks like the authentication box for Office 365.  

It used to happen with all Outlooks until I pushed out the GPO with the registry key "disabling" Direct Connect in Outlook 2016.  

Our Exchange 2016 is in Hybrid config with hybrid modern authentication enabled.
Todd NelsonSystems EngineerCommented:
Where does the mailbox reside, on premises or EXO?

Your Exchange certificate didn't expire, did it?
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Edward ChoManaging Exciting Technology ThingsAuthor Commented:
All mailboxes currently reside onprem.  We are thinking in the future about migrating to O365 but haven't taken that step yet.

No -- Our cert don't expire until 11/2019.
Edward ChoManaging Exciting Technology ThingsAuthor Commented:
Resolved my own question.


The new Microsoft Direct Connect feature in Outlook 2016 was causing the issues.  We deployed the registry workaround and no longer see any issues.

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Edward ChoManaging Exciting Technology ThingsAuthor Commented:
Resolved on my own.
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