We have installed our CA-signed certificate at the IIS web server level and it is successfully binded to HTTPS port 443. Then following the best practices document we have configured both Portal and ArcGIS Server with the same CA-signed certificate.
These are the same steps we have followed every year when the certificate renewal was necessary.
Recently (last week), we discovered that Apple devices (iPads, Macs..) were not connecting to our web services. Users received the "connection not private" error message and then would refuse to connect. The interesting part is that when we look at the certificate from the URL on those devices, it is referencing our CA-signed certificate that is valid?
Any internal network user or application has no problem connecting to our REST services, and testing outside of the network from home or mobile (non-apple) devices has no problem connecting. Only those users with Apple devices have the connection problem?
We will work with our IT staff to get updated root and intermediate certificates and then add those to our Portal and Server sites - see if that fixes the problem for our Apple users.
Just curious if anyone else is seeing this problem with Apple users.