Hello,
Sorry to hear you are having issues. Not sure on how many WB licenses you have under your account? If you only have one, than you will need another license for your second system. Even that system is on the same computer. It is the same, whether you are adding another secondary boot or you create another Virtual Machine in that same Computer, you will need to have individual license for it. You can deactivate the other system license and activate on the other one.
Thank you.
Basj,
Stardock Community Assistant.