I used to chase shiny new software/OS updates. Then I got into music production. Then I learned the true meaning of pain. Now that the box is sorted with a spare CPU and motherboard just in case, I am in no hurry to visit the Microsoft Dominatrix any time soon. To be fair, -most- of the stuff will likely work fine and updates will be released from the respective manufacturers quickly. Certainly better than what the Apple guys deal with everytime Apple decides to fart crossways. Which takes months if ever to sort in music studio land.
I’ll get my pain from listening to my musical experiments ;)
My brother is an old rocknroller in Tampa Bay area. He still uses an Amiga descendant that he has upgraded and configured himself for his music and for graphics. He is constantly fiddling and tweaking because that is what he does but he says it does everything he wants it to do and he is not interested in learning his way around all the problems that would come with going to a new system. He also makes documentaries for Stetson U on new equipment.