Idk hmm I don't have that option. I just click upload and browse for the image I want in my files and upload by pressing start. It should just do everything for you really.
That's strange. I never have any problems when I upload my signatures. Try to resizing your image by making the file size smaller. That's probably the problem if it's not uploading right.
There should be some good online websites you can go on and upload to resize or on Microsoft paint, there should be a function that'll allow you to save smaller file sizes. Sorry I'm not much help here.