Sync Mac & Windows user profiles to OneDrive I'm running Parallels 11 with Mac El Capitan and Win 10, and Office 365 plus OneDrive installed on the Win side.   Am natively sharing my Desktop, Documents and Downloads folders between Mac/Win thru Parallels but I'd also like to sync them both with OneDrive.

I don't want to use symlinks as OneDrive can't accept these, and if possible want the ability to shutdown my Win and run Mac on its own - so I'm thinking I need to customise the Win locations of each folder to OneDrive, and then use Offline Files or similar to sync with the Mac.

Am not wanting an external sync program because from what I've seen they're not real robust unless its a service and watching for changes at a low level like OneDrive does, and I don't want scheduling.  Also need to run a large search index on the Win side as I have over 0.5m files including 50Gb email, and need this native to Win - so I can't run OneDrive on the Mac.  

A tough one.!  . . . . . . . any suggestions.?
OneDrive allows you to sync to whatever folder you desire. In your case, point it to a OneDrive folder in the shared Windows document folder. The Mac will simply have this folder in its Document folder as well. Whenever Windows is running, it will sync with Onedrive and populate the shared folder. Of course, since you don't have OneDrive on the Mac, it won't sync. You could always put OneDrive on the Mac, and point it to the same folder...