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Kyle
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Outlook Won't connect to Exchange but everything else will

Outlook 2016 will not connect to Exchange 2016. When attempting to set the user up (Never had this version of Outlook) it fails saying the credentials are could not be found.

The user can connect to Exchange through:

OWA
Outlook Phone App
Built-in Mail client on Windows 10
Previous versions of Outlook

Just not Outlook 2016
Microsoft OfficeExchangeOutlookEmail ServersWindows Server 2012

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Last Comment
Kyle

8/22/2022 - Mon
Michael B. Smith

Are you in hybrid? Is this Outlook 2016 C2R or MSI?
Saif Shaikh

Outlook 2016 with exchange 2016 uses autodiscover to connect and it needs exchange third party ssl cert with autodiscover SAN entry and host A record in public DNS pointing to exchange serve public IP.

Also you are getting credentials issue when using outlook.

Verify if user is able to login in owa with the same credentials. Also remove any old cached credentials from control panel.
Valentina Perez

Hi Kyle,

Outlook 2016 cannot configure the profile with manual settings. It uses autodiscover record in order to connect.

Are you connecting with manual settings in previous outlook versions?

Regards
Valentina
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Kyle

ASKER
Autodiscovery is set up and works with every version prior to Outlook 2016, in this case, Outlook 2007 was able to pull in Autodiscovered creds.

OWA works just fine for this user and the issue only exists with this user.

Yes, a valid external SSL is present but does expire in the next 21 days.
Valentina Perez

HI Kyle,

Please check that you have the latest updates in Outlook 2016.

Regards
Valentina
Kyle

ASKER
Valentina,

The computer has been 100% patched. Our NOC handles all patching and it was up to the latest stable security release.
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Michael B. Smith

I repeat: Are you in hybrid? Is this Outlook 2016 C2R or MSI?
Kyle

ASKER
Standalone Exchange on a Server 2012R2 in Hyper-V
Valentina Perez

Hi Kyle,

If you use another user in the same computer with Outlook 2016. It works?

Maybe the profile has some corruption.

Regards
Valentina
I started with Experts Exchange in 2004 and it's been a mainstay of my professional computing life since. It helped me launch a career as a programmer / Oracle data analyst
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Michael B. Smith

If you perform the Outlook Connectivity Test at exrca.com, for this user, does it work or fail? If it fails, what is the error?
Kyle

ASKER
Michael,

The outlook connectivity test with Autodiscover passes

This is why I am 100% stuck on this issue.
Kyle

ASKER
Valentina,

A different user will work in that user's Outlook BUT that user cannot set up an Outlook account in any Outlook 2016 account.
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Michael B. Smith

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Kyle

ASKER
Thanks, Michael! I will investigate tonight. I am at a lost and this client has been a client for long enough to know the history on how they ended up on Exchange 2016 and not O365 as that is now a consideration and is currently being quoted.