Unable to login iTunes from desktop application while under a protected network
"There was an error connecting to the apple ID server"
This issue occurs while using the Web Security Service (WSS) "SSL interception"
Create an SSL Interception Exemption Destination for the "gsa.apple.com" URL. This is the resource that apple uses to verify iTunes certificate.
Service > Network > SSL Interception > SSL Interception Exemptions > Destinations > Add > New > IP/Subnet > add "gsa.apple.com"