I have a JWS application written using URLConnection so that it handles all the proxy authentication stuff automatically. When Java Web Start lauches, it asks for the proxy credentials (digest), and it works for downloading the application, but when this starts and tries to connect to the same host and port, the Java runtime asks for the proxy credentials again and keeps on asking. One can never get past this dialog. I've tried both with squid 2.5 and 3.0pre3 and it's the same. I was using Java 1.5.0_05 Thanks