I'm on XP and staying there. LoL
If you find an OS version you really like, and have all the DAW tools you need, then just make backups of everything to be sure you can always rebuild a machine if needed. I just did this recently - 100% brand new parts except for the motherboard. Had very little issues except for one wrapper component that wouldn't run in multi-processor mode correctly and caused me a lot of headache to track down. But that aside it was
LOT easier than rebuilding a whole new DAW using the latest OS version and having to repurchase a bunch of new software, etc. And worst of all, having to re-learn it all. Not to mention spend a ton of time stomping out bugs and glitches, always wondering if you'll ever really be able to get everything working smoothly. Uh...no thanks, not for me! I don't know how you guys do it frankly. If I kept updating operating systems and plugs and host software and drivers and hardware there's no way I'd ever get any real work done, and I'd be spending a fortune in the process. LoL
You guys can poke fun at me all you want, I'm staying on XP with my trusty RME interface.
Sonic