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Consider the following scenarios.    DNS Servers .    Autoconfiguration Enabled . .
. . . . . : Domain.local Ethernet adapter Local Area Connection: .

. . . . (Actually user didn't close Outlook and logged off his computer last night. . I wonder why this problem only happens in the morning. You can reboot cas server and check if it helps. . I’ve also seen a roque DHCP server cause this. This problem only happens in the morning when the user first log into his computer. . . is it when they connect to autodiscover?! . . If the issue lasts any longer, it can really drive you crazy as you need to enter your password each time you click on something in the app.. new emails.    DHCP Enabled. Not always, some time they get prompted several minutes after opening Outlook and Outlook shows Connected to Microsoft Exchange. . For others, we have at least a temporary workaround until Microsoft provides a fix. I have seen this problem in the past for another user. . . . . Also the strange problem always happens in the morning. .    Default Gateway . .    WINS Proxy Enabled. .

. Passwords are correct as the webmail login works just fine. That fixed a Out of Office not available issue. . .    Primary Dns Suffix  . . .    Autoconfiguration Enabled . . . . . . . . . . It’s frustrating when Outlook keeps asking for a password despite entering it numerous times in the app. . Being involved with EE helped me to grow personally and professionally. 9/7/2020; 2 minutes to read; Applies to: Outlook 2016, Outlook 2013, Exchange Online, Outlook for Office 365, Outlook 2019; In this article.

. First one got pop up windows for user credential. . .    Primary Dns Suffix  . .

. This could be a problem with AutoDsiscover , run the below powershel commands in CAS Server and add the site name which are affected.    IPv4 Address. . Hence Could you please let me know what is the Roll UP for Exchange on the server ? Windows updates are aimed to improve your system’s performance, offer better functionality and much more stability, however, sometimes these updates can cause certain issues to pop up. . . On EWS Virtual Directory , make sure Accept Client Certificates is set to Ignore Go into Outlook - File - Info - Account Settings - Double click the Exchange Account - More Settings - Security Tab In IIS drill down to Sites/SBS Web Applications/Auto Discover/SSL Settings, Change Client Certificates to Ignore (previously on Accept). . .

We migrated a few test users to Office 365/ Exchange. It should either the user account issue or server side issue. .

: Enabled.

   Link-local IPv6 Address . . . Check that someone hasn’t installed a router, . . . The problem for the two users who have the Outlook problem every morning actually is slightly different. I just disjoined and rejoined the workstation.
also, you can try to edit the web.config for the OWA virtual directory, Just go to C:\Program files\Microsoft\Exchange\Client Access\Owa and edit the WEB.CONFIG, Delete the line 32 of the code, Authentication=Windows. . .

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