If you modify media in WP backed and crop it, you get a new image.
Whilst the first image is recognised and uploaded using W3TC CDN upload;
name-e1360752999382-150x150.jpg
All cropped images like the file below are ignored when uploading to the CDN
name-e1360752999382-150x150-60x60.jpg
These files have to be manually uploaded for some reason ?
Looks like a file matching / regex problem maybe ?