Not getting license over VPN

I know you can check out licenses when you’re on the network, but is there an ability to enter a Windows Environment System Variable to point to the our internal license server so that if we forget to check out or if we need to work from home or on site via a VPN the application can still find the license server?

Are you talking of SketchUp version 2014 or older? Your post lists v.2017 but has some conflicting information:

You talk about checking out licenses. If I remember right this became possible only with the current Internet-based licensing system that was introduced with version 2015. Internal license servers have, to my knowledge, not been possible since then, so, today, using or not using a VPN is not relevant, but what you need is a functioning Internet connection.

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