I still have not completely got all the software installed yet, but I'm most of the way.. and I decided to load a song on which I've been working (before the new hard drive), only to discover my pathing was little different on the old drive so there was a bit of maneuvering with that too.
The more plugins, presets, and sample libraries involved, the more convoluted and troublesome it becomes to keep it all together. Especially if one wants to keep their projects 'archive friendly.'
This is why I've tried to stick to a few vendors for much of the software I use.. it makes it a bit more sane of an ordeal to reinstall and keep up with what I have and do not have installed. Or, should the drive tank again, if I need to reinstall, there are little pieces to the puzzle to remember. Even then, it is still a chore.
An interesting bit of software would be some kind of aggregate software.. where it could scan your song files, see what plugins and versions of those plugins you're using, then give you a list of what you need. OR, in a world where there was less red tape, have the app automatically retrieve those versions and auto install.
Backups on Windows stink due to the registry, so I'm not sure I'd want to go the packaged backup route.. if only more vendors did some kind of portable install using an in-installed-directory ini or other text document for settings (Then I think it would be as easy as drag and drop backups). I like a clean install.. but not so much the tediousness of getting humpty dumpty all back together again.
I wonder how many buy and buy and buy and buy from all sorts of developers and vendors without a thought of their backup plan and, further, what it would take to get all of that back in their PC if they should ever see the need.
