He didn't have the mod, and when he tried to download it from the server, It tried to download the same file twice, causing CoD4 to freeze up. When I got all the settings working, I invited my friend on to play. This was because of the way I set up the server (I copied the files from another mod, renamed it to promodlive206_cg, Started cod4 and loaded the mod, said 'start new server', set it to dedicated, found the mod file, and made a custom ruleset using winrar and the already existing one that was from the Digitalbattlefild Server.) I later got one because I wanted to have map rotations working.
While I had it working, there was no server.cfg file present. I had the downloading working fine, and because promod is such a small file to download, i had it set to download off the server. I am running a server off my PC, just for the occasional scrim or for fun when my friends want to play something fun.