There's no way to do this with WinSCP.

Though you can setup scheduled script that takes content of a local directory, uploads it and delete.

I've been playing around with the options in "Keep Remote Directory Up To Date".

What I am doing is downloading files from a website and saving them to a directory on my windows box. I want it uploaded to the remote directory, and automatically delete the file in the local directory after completion of the upload. I haven't been able to make this work and was wondering if anyone knew of a way to do it.

Thanks,

/M