4.6. Using Group Policy Software Installation over Slow Links
First things first: applications Assigned to computers cannot ever be installed over a slow dial-up link or a VPN (virtual private network) connection. Why? Because the computer must see the network, log onto it, and then start to actually download the program. If you're using a dial-up or other slow connection, manual intervention to connect to the network must be involved. Hence, in general, no applications Assigned to computers will ever install unless the computer is connected to the LAN.
NOTE
I say "in general" in the previous sentence, because it does depend a bit on your VPN technology. For instance, you could have a hardware VPN, separate from the client, and a computer assignment ...
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