Classification: UNCLASSIFIED I am currently running squid 2.5 stable compiled from source on a debian 3.0 server. I am attempting to authenticate my users against an Active Directory Domain Controller and I can get it to work with Basic Auth but when I attempt to use NTLM it will keep asking for username and password over and over and does not stop. Any help would be great. Robert I was able to resolve this issue by making the following change to my samba permissions Chown -R root:nogroup /var/run/samba/winbindd_privileged And then restarting both the samba and squid service.