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Xadean's Empirical Musing > Posts > Outlook 2016 Continuously Prompting for Password with AD FS 2012 R2, Web Application Proxy, and Office 365
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| Environment:
All users hosted on Exchange Online as part of Office 365 tenant subscription. Users are synchronized from on-premises Active Directory using Azure AD Connect. AD FS is implemented with Web Application Proxy. Users are using Outlook 2016 external to the corporate network.
Issue Description:
After launching the Outlook 2016 desktop client, users are continuously prompted to enter username/password.
Resolution:
Open Registry Editor by running "regedit".
Go to the following hive:
Exit Outlook
[HKEY_CURRENT_USER\Software\Microsoft\Office\16.0\Outlook\AutoDiscover]
You must add these registry entries:
"ExcludeScpLookup"=dword:00000001
"ExcludeHttpsAutodiscoverDomain"=dword:00000001
"ExcludeHttpsRootDomain"=dword:00000001
"ExcludeSrvLookup"=dword:00000001
"ExcludeHttpRedirect"=dword:00000000
"ExcludeSrvRecord"=dword:00000001
- Open File Explorer and browse to "C:\Users\<USERNAME>\AppData\Local\Microsoft\Outlook" (change <username> part to your specific settings) and delete the "[GUID] – Autodiscover.xml" files. Mine looked like this: "1f219c7c0fb9d245803b3872cb4da4ab – Autodiscover.xml".
- Launch Outlook again.
The username/password prompts should cease.
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