I have Microsoft 365 paid in advance until February 2025, but I've still been using my old keys from when I did a Microsoft certification program back in 2011, they granted me access to DreamSpark at the time and I basically got a key for every program and variant that was a part of the program back then. I will not be using Windows Home edition ever again, it just does not suit my personal needs, so I won't hesitate to adopt unorthodox methods if it means I can continue to use Windows Pro or Enterprise. Thankfully, it seems that the digital licensing system tied to the Microsoft account is quite lenient and allows you to transfer licenses from a device to another, so I should be permanently covered. Or at least for a very long time.
If anything, it's time Microsoft did away with the Windows editions and just made Windows fully featured and straight up freeware. The big money is in services, and they know it.