Info I am running latest El Capitan (Mac OS X 10.11.4), latest Parallels Desktop (11.1.3), latest Windows 10 Home. Disk Usage according to Windows: 11.5 GB Disk Usage according to Mac: 47.37 GB Things I have tried http://kb.parallels.com/en/114654 http://kb.parallels.com/en/122668 Verified I have no snapshots Reinstalling Parallels Tools Clicked the Compress... button in Parallels VM Hardware -> Hard Disk 1 History It was a Windows 7 VM that I upgraded to Windows 10. At one point VM Mac disk usage was 100+ GB. Deleted a bunch of software/data on Windows, deleted a bunch of snapshots, did the trim support, got it down to 47 GB. Now want to get it the rest of the way Ideas?