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Not inside of Microsoft's corporate network? If a certificate does not include an explicit UPN, Active Directory has the option to store an exact public certificate for each use in an x509certificate attribute. Microsoft Office 365 Federation Metadata Update Automation Installation Tool, Verify and manage single sign-on with AD FS. By default, every user in Active Directory has an implicit UPN based on the pattern @ and @. The Azure Active Directory Sync tool must sync the on-premises Active Directory user account to a cloud-based user ID. Account locked out or disabled in Active Directory. Federated users can't sign in after a token-signing certificate is changed on AD FS. Make sure that there aren't duplicate SPNs for the AD FS service, as it may cause intermittent authentication failures with AD FS. @jabbera - we plan to release MSAL 4.18 end of next week, but I've built a preview package that has your change - see attached (I had to rename to zip, but it's a nupkg). A "Sorry, but we're having trouble signing you in" error is triggered when a federated user signs in to Office 365 in Microsoft Azure. The messages following this show the user account belonging to the new krbtgt being used to authenticate to the domain controller. This feature allows you to perform user authentication and authorization using different user directories at IdP. If none of the preceding causes apply to your situation, create a support case with Microsoft and ask them to check whether the User account appears consistently under the Office 365 tenant. Click Edit. The domain controller cannot be contacted, or the domain controller does not have appropriate certificates installed. When an environment contains multiple domain controllers, it is useful to see and restrict which domain controller is used for authentication, so that logs can be enabled and retrieved. Federated users can't sign in after a token-signing certificate is changed on AD FS. Federating an ArcGIS Server site with your portal integrates the security and sharing models of your portal with one or more ArcGIS Server sites. For more information, go to the following Microsoft TechNet websites: Edit an E-Mail Address Policy User Action Ensure that the proxy is trusted by the Federation Service. User: user @adfsdomain.com Password for user user @adfsdomain.com: ***** WARNING: Unable to acquire token for tenant ' organizations ' Connect-AzAccount: UsernamePasswordCredential authentication failed: Federated service at https: // sts.adfsdomain.com / adfs / services / trust / 2005 / usernamemixed returned error: A HTTP Redirect URL has been configured at the web server root level, EnterpriseVault or Search virtual directories. The federated authentication with Office 365 is successful for users created with any of those Set the service connection point Server error: AdalMessage: GetStatus returned failure AdalError: invalid_request AdalErrorDesc: AADSTS90019: No tenant-identifying information found in either the request or implied by any provided credentials.