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Brad,
You could have your remote user establish a VPN connection to your network, then he/she would be able to grab a license remotely. Alternatively, the user could borrow the license, but unfortunately the borrow implementation by PTC is not good and would not allow you to check in the license sooner than the time period it was borrowed. It would also lock out your other 7 users from accessing the license.
Willy Chung
SurfaceInk Corporation - Boston
www.surfaceink.com
willy_chung@surfaceink.com