As this is the first time you’ve uploaded content to the FTP server, we recommended that you enable the diagnostics mode of the Mediacaster Server.
To run diagnostics, right click the Mediacaster icon on the taskbar and select ‘Show Diagnostics’:

It is also possible to enable diagnostics in the Server Manager dialog which is accessed by clicking the ‘Tools’ option in the Mediacaster Manager menu and then choosing the ‘Upload Media and Playlists’.

The ‘Show Diagnostics’ check box is in the bottom left corner.