Unable to configure ArcGIS Web Adaptor (IIS) with Portal for ArcGIS and ArcGIS Server (11.3)

[Thomas_Puthusserry]

I am facing an issue many people reported in the past with configuring web adaptor in IIS.

Current deployment: Enterprise 10.9.1, base deployment in a single VM (Azure), including both web adapators.

Upgraded in the same VM to 11.3. 

The FQDN: https://vmname.subdomain2.subdomain1.domain.com

Alias: https://arcgis.subdomain1.domain.com

Internally (within the VM), the Portal and Server can be accessed via ports 7443 and 6443 respectively.

The credentials for Portaladmin and PSA (GIS server) works, which allows login to Portaladmin and Server Admin directories.

At 10.9.1 the Portal webadaptor was configured with portal name: https://arcgis.subdomain1.domain.com:7443 which set the portal to be accessed via: https://arcgis.subdomain1.domain.com/portal

But setting the same portal name in WA 11.3 configuration says

Error:   
Unable to configure Portal for ArcGIS with the web adaptor. Please make sure that the Portal for ArcGIS machine is running and that the account specified has administrative privileges to the Portal.

 Any suggestions to resolve this would be really appreciated. @JonathanQuinn  any suggestions?

Just to also say that: apart from the web adaptor configuration aside, the upgrade worked fine: all three components are upgraded and can be accessed within the VM. 

[JonathanQuinn]

Is a forward proxy configured for the machine? That may make it seem like the host where the request is made doesn't match the host where the  web adaptor is running when its on the same machine:

https://enterprise.arcgis.com/en/web-adaptor/latest/install/iis/configure-arcgis-web-adaptor-server.....

You may want to look into running the ping and tracert commands to see if things align network wise with respect to IPs returned.

[HarryPlendl]

This makes me immediately think of the Service account you are using might be a local account versus a domain account and that Service account doesn't have the privileges to all the necessary folders on the server. 

I say this because you seem to be using the correct account to configure the web adaptor. The only thing else I recommend is trying the original site admin account. 

• <Username>—The username of an account that has administrative privileges to Portal for ArcGIS. This account may be the initial administrator account entered when you first set up your portal, or an account that has been assigned administrative privileges.

You could try using just the base URL for the configuration without the port :7443 .

I know I see something like these every two years.