Does your remote server support software cause the remotely administered system to automatically reconnect to the administration console when they come back online after a reboot? If not, then, at best, your administration console will have to retry the remote server periodically to reconnect the administrative session or, at worst, will require a human on the other end to manually restart the support process.
NetworkStreamin's AccessDesk and SupportDesk products both have the feature that remotely systems will reconnect to the administrative console after rebooting, with no human help on the other end, greatly reducing the time required for remote software installations and updates. If you do lots of remote software installation or configuration that requires system reboots, it is worth considering a switch from whatever you're currently using to NetworkStreaming's products, or other products such as those from WebEx which also allow for unattended remote systems to be effectively administered.
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