I have a gateway application that comes up with a login dialog and then a GUI window. I will be running this app on a co-located server without a display. I need to interac
You can run a VNC server on the machine where the application runs. Then you can connect to the virtual X-server at any time to interact with the user interface.
I don't have a Debian system nearby, but on Ubuntu there is a package vnc4server that provides the features you need.