When I first did a jukebox (on 4.1) I found that Winamp wouldn't stream until I made entries in the HOSTS file in the C:\WINDOWS directoryof the client
machine.
Assuming your domain is foo.org and your esmith server is jukebox
at 192.168.1.1, I'd make the following entries:
192.168.1.1 jukebox
192.168.1.1
www.foo.org192.168.1.1 foo.org
This covers all the bases. I'm sure you could do without one
or two, but this way Winamp will correctly resolve the name
and voila, you're streaming!