You would likely need to upgrade first TOAD - the key is then built (inside the software) based on the hardware in the machine. You can then subsequently re-install windows from the ISO, skip the key entry and it automatically activates itself once you reconnect to the web. The jury is still out on what happens if you change the hardware in the machine and reinstall, as some people have had to get a replacement key from MS support whereas I changed my boot HDD and didn't need to.