Depending on where you live it’s very possible iTunes songs had DRM in 2006 so you’re limited to playing those everywhere.

Does anyone do this as you’d like to see it with software? Maybe Valve?

I agree that DRM isn't ideal either.

Well, it's not that anyone is necessarily perfect. But the other major console players certainly seem better - if I bought a PS4 game a few years ago then I can reasonably expect to still play it on PS6 and probably onwards. X360 games have been brought back to life by MSoft.

Steam is generally pretty good yeah but it doesn't have the issue of consecutive consoles to deal with.

I’m not sure if every Microsoft released Xbox or Xbox 360 or Xbox One or Xbox One X game is available on Xbox Series S/X?