I am about to start renaming several thousands of image files and want to make sure that once renamed, they all sort correctly. I came up against a few problems with my renaming arrangement, so I ran some simple naming tests to see how things might look in Finder. The results have confounded me. I started by making three duplicates of a three digit numbered file. I renamed each by adding a series of zeros at the beginning, consecutively from one to three. These sorted as expected (or at least, in a uniform order). See below. 000123.tif 00123.tif 0123.tif 123.tif I repeated this using 234.tif, with the same results. However when I tried again with a randomly chosen number of 392.tif, they were sorted like this: 00392.tif 0392.tif 000392.tif 392.tif Two further repeats using 427.tif followed by 850.tif resulted in different, yet incorrect (to my mind) sorting arrangements to both those as well. As if that wasn't confusing enough, I copied and pasted all sixteen files to a new folder. With the exception of the 123.tif and 234.tif series of files, all of them displayed in a completely different sorting arrangement to the originals. Repeating that, resulted in yet another configuration where even the 123.tif and 234.tif files were disordered . I've tried selecting different sorting arrangements in View, quit the Finder and even restarted my Mac in the hope of refreshing the sorting, with no success. Can anyone explain what is happening here?