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Engaged Sweeper

I have two OU's, one for workstations and one for laptops.  I can't get any deployments to work in my laptop OU, doesn't matter if the laptop is physically plugged into the network or connected via VPN.  If I move the laptop to the workstation OU and gpupdate it works fine so I'm guessing somewhere a policy is causing some issues.  Can anyone give me an idea of what to look for?  I've turned on remote registry, allowed Remote administration in the local firewall and compared port settings with a workstation, everything seems to match.  

The error is: Package Timeout Reached

The package I'm pushing is fairly small, installs in a matter of minutes on machine in he workstation OU

Champion Sweeper III

The only thing I can think of is to check your firewall to make sure deployments are allowed to that OU.