In CuteFtp we could reset a file status and reupload it.
it is usefull when developing and upload to server to test it.
please see cuteftp queue manager features in attached image and add it to winscp
Yes , a function to repeat a past transfer.
and also take a look at screenshot , there is some good features in cuteftp queue management.i found queue management in WINSCP is a bit feature less.