@Marisa_Kordecki After spending far too many hours with Esri tech support, the only solution that was offered is exposing the Enterprise Portal to the internet using a Reverse Proxy server. The Reverse Proxy server will maintain the level of security that our IT department requires while allowing the org's GIS users to avail all the functionalities of a portal accessible on the internet. The only way to get this done is by asking your IT team to do it, or paying an external contractor or Esri's Professional Services. Every external contractor I talked to mentioned that this is the most common challenge for organization with an Enterprise install, yet there are no heads-up from Esri before the purchase or documentation that tells you how to configure your portal with a reverse proxy (except this).
I am still waiting for our IT team to install the Reverse Proxy server and I really hope that all the problems caused by having the portal behind the firewall would be resolved once it is operational 🤞 Sorry for the rant 😐
