I use Core Shell extensively to upload files to a number of dev servers, in amongst other remote tasks on the command line. I would find it very useful, when looking back at the remote terminal, to be able to see at what point I uploaded a file to that machine.
I suggest adding a comment as a command line entry on the remote terminal (in the case of a Linux terminal, preceded by the # character) and adding the date and time, plus the full path of the source and destination file.
Perhaps others would find it useful to be able to see the same for downloading files as well.
And of course, it should be optional.