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Unable to login iTunes from desktop app
Article ID: 170816
Web Security Service - WSS
Unable to login iTunes from desktop application while under a protected network
"There was an error connecting to the apple ID server"
iTunes app implements Certificate pinning. The iTunes application asks for the SSL certificate from Apple over an HTTPS connection. When SSL Inteception is enabled in the Web Security Service (WSS), iTunes receives the WSS' certificate, rejects the certificate and generates an "There was an error connecting to the apple ID server" error.
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.