I just save all important files to the cloud, either Evernote or dropbox. Passwords and credit cards data and etc. goes to Lastpass which is also a cloud service. Everything can be accessed from any device and from any part of the world.
Then I also use acronis true image to have an image of the OS in the perfect condition. in case computer would get corrupted or whatever it would take 10 minutes to restore it to perfect condition and have all my files. I don't even bother with anti viruses and anything like that since I can just restore a computer from a total death and even if everything would get erased it just takes 10 minutes to go back to perfect condition without losing anything. I actually don't get any viruses or issues either, its just that if I do get them I'm very prepared. I earn money online and have to rely on my computers and my data a lot so that's why I'm so well prepared. I don't want anything to decrease my income, i dont want to lose any money basically.
I also have 5 computers + iPad at home and maintain them all that way, except of using acronis true image on iPad of course.
There are also some files which don't go to the cloud and I keep track of them separately but 99% of useful files just goes to the cloud
I personally don't see any better way to maintain my whole network but any comments are welcome because if there is anything better I would be interested.
Oh and btw I do also backup the data from those cloud services locally on USB hard drive every other month just to be 100% safe. It is very unlikely that Evernote and dropbox and lastpass would suddenly go down and disappear but I'd rather be safe than sorry.
I also doubt there is a way to automate all that completely