After I reinstall Windows, will it be possible to install a second trial version of Norton Security Premium?
All you can do is test. Norton has processes to avoid this kind of abuse of a trial version. Not sure how it works with VMs.
If you have a paid version with seats left, you can use one activation when you set up the VM. If you have to start again, you can remove that activation from your Norton Account so it will be available for your next VM.
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