I checked again and there's seems to be a problem in the way the picture was saved. Toribash can't read it for some reason.
I opened it in gimp and saved it again, and it worked.
Make sure you save it with no RLE compression.
Try to put the file in custom\cindermomo\head.tga
before you upload. Then start Toribash.
If you can see it in Toribash, then upload the file.