Windows 10: SysPrep Win 10 Enterprise 2016 LTSB & Retain Activation

This is likely a stupid question, but asking anyway as to get a solid answer I can bring to my manager if need be.

We are working on upgrading machines on a network, that is not routable to the outside world. They are on a 192.xxx network, but cannot see outside of the network they are on (there is no DNS on these machines). They are currently running either POSReady 2007 or Windows 7 depending on the location. We are wanting to upgrade them to Windows 10 Enterprise 2016 LTSB (1607). I'm looking for a way to sysprep them with a profile on them, along with some customization, but as an out of the box where they would generate a new SSID. (In the future we could move to SSCM for managing these devices, but are not currently.)

I've been able to sysprep them using the audit mode to get them setup the way they should be, but each time, they loose their activation. The machines will be imaged on site or their hard drives will be replaced on site and local customization will still take place (naming the machines, changing their IP, and editing or replacing some local files). On site, they won't have access to Microsoft's Activation Servers.The machines we are using come with Windows 10 Enterprise 2016 LTSB license.

Is there any way to retain the activation when running the SysPrep on these machines?

:)