If Portal and Server are behind the firewall and the Web Adaptor is forward facing on the web server configured to ArcGIS Server, and we are using Built-in users and Built-in groups on ArcGIS Server and ArcGIS for Portal and I install a new 10.5 Portal, do I need to do any of the https stuff and installing the second web adaptor for Portal?
No steps are necessary to configure the portal when using built-in users and groups; the portal is ready for built-in users and groups immediately after installing the software. If you are using enterprise users, see the following sections and related links for more information.
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Thanks so much for answering!
If I used a Domain Certificate, will my external anonymous users see the browser warning about being an unsecured site?
Yes, only a certificate that's trusted by browsers by default, (Verisign, Go Daddy, etc), will avoid certificate issues with external users, until they trust the certificate, at least, but that's not ideal. Your internal users will be fine, as it's likely already trusted through Group Policy settings.