"Overwrite remote file 'file.name'."
"Destination directory already contains file 'file.name'."
"Choose, if you want to overwrite the file or skip this transfer and keep existing file."
"Yes", "No", "Cancel", "Yes to All", "No to All", Append", "New name", "Newer only", "Help"
Nowhere is there a "Skip" button or a "Carry on" button, or any indication of what "Yes" is agreeing to, overwriting or skipping. Can there be an "Overwrite" and a "Skip" button?
I find that "Yes" is just too ambiguous given the question. The question could be rephrased to match the current buttons or the buttons could be retitled to match the question, the current situation is just confusing and not at all intuitive.
I've used WinSCP for a few years now and I still have to stop and figure out which is the correct button to press.