You are welcome. And I totally understand taking time to make a decision on a machine like this - it is a lot of money and you want to be sure it will do all that you want/need it to do.
I have had my SB since 2012 and have been through many versions of Windows. I am now running Windows 10 and didn't have a single issue with the software. There were some issues with Windows 7 as I recall, but none that I remember with 8 or 10. Brandon is really good about upgrading the software to work with MAC and Windows. Hope that reassures you.
There is no problem transferring software - just be sure to keep your activation code and all you have to do is install and activate the code.