I've found these commands really helpful when navigating an iCloud Photo library on a Mac. The native Photos Application on MacOS prohibits a lot of bulk file activity. These commands should be run from Terminal. Before starting, it's best to place yourself in the following directory "/Users/**your username**/Pictures/Photos Library.photoslibrary" This command is best executed from the "Masters" directory find . -iname *.cr2 -exec ls -lh {} \; It finds all CR2 files and reports the file sizes You could change the ls to a copy, say to copy the image to another folder, like another cloud drive. Find all file types outside a defined list, and filter those only in the Masters directory find . -iname *.* | grep Masters | grep -v -i -E '\.jpg|\.jpeg|\.heic|\.png|\.cr2|\.gif|\.mp4' Find all file types IN a defined list, and filter those only in the Masters directory find . -iname *.* | grep M...