To randomize your filenames:

Drag the files you want to rename from the Finder to the file table.

Click and choose Numbers.

Click Random.

Click Apply.
You can use Renamer to generate random filenames.
Drag the files you want to rename from the Finder to the file table.
Click and choose Numbers.
Click Random.
Click Apply.
By default Renamer will generate a unique random number for each file in the range of the number of files. For example, if you added 10 files to be renamed, the files will have random names in the range 1, 2, … 10. You can change this behavior by setting a minimum number of digits, in which case the missing digits are padding with zeros. In our example the files would then be renamed 01, 02, … 10.
Optionally you can add text to the random filenames by typing that text into the “Attach text” box. Clicking adds the text before the random number, clicking
adds the text after the random number.
To regenerate the random filenames, click .