Hello All I've setup a Squid proxy server according to the following guidelines http://serverfault.com/questions/66556/getting-squid-to-authenticate-with-kerberos-and-windows-2008-2003-7-xp as my previous proxy version (on a completely different hardware platform) used NTLM authentication which does not work "out of the box" with W7 / W2008 The above URL install proceeded fine and authenticated users are able to browse sites with no apparent issues. I should add that Squid also uses Websense to provide filtering according to AD groups which also works. However when we try and authenticate to the Skype service sites we get failures. In my Skype configuration I am manually specifying the proxy server using the fqdn with the port through which access is to go (same as the squid proxy host) My squid.conf file is thus auth_param negotiate program /opt/squid-3.0/sbin/squid_kerb_auth -d -s HTTP/http-proxy-fqdn auth_param negotiate children 10 auth_param negotiate keep_alive on external_acl_type SQUID_KERB_LDAP ttl=3600 negative_ttl=3600 %LOGIN /opt/squid-3.0/sbin/squid_kerb_ldap -d -g SQUID_USERS acl manager proto cache_object acl localhost src 127.0.0.1/32 acl to_localhost dst 127.0.0.0/8 # acl localnet src network1/24 acl localnet src network2/24 acl localnet src network3/24 # acl SSL_ports port 443 acl Safe_ports port 80 # http acl Safe_ports port 21 # ftp acl Safe_ports port 443 # https acl Safe_ports port 70 # gopher acl Safe_ports port 210 # wais acl Safe_ports port 1025-65535 # unregistered ports acl Safe_ports port 280 # http-mgmt acl Safe_ports port 488 # gss-http acl Safe_ports port 591 # filemaker acl Safe_ports port 777 # multiling http acl CONNECT method CONNECT acl AUTHENTICATED proxy_auth REQUIRED acl LDAP_GROUP_CHECK external SQUID_KERB_LDAP http_access allow manager localhost http_access deny manager http_access deny !Safe_ports http_access deny CONNECT !SSL_ports http_access deny to_localhost # # INSERT YOUR OWN RULE(S) HERE TO ALLOW ACCESS FROM YOUR CLIENTS #http_access allow localnet http_access allow LDAP_GROUP_CHECK http_access deny all icp_access allow localnet icp_access deny all htcp_access allow localnet htcp_access deny all http_port 8080 hierarchy_stoplist cgi-bin ? cache_dir ufs /var/cache/squid-3.0 100 16 256 access_log /var/log/squid-3.0/access.log squid cache_log /var/log/squid-3.0/cache.log cache_store_log /var/log/squid-3.0/store.log logfile_rotate 10 pid_filename /var/run/squid-3.0.pid debug_options ALL,1 url_rewrite_program /opt/Websense/bin/WsRedtor url_rewrite_children 30 refresh_pattern ^ftp: 1440 20% 10080 refresh_pattern ^gopher: 1440 0% 1440 refresh_pattern (cgi-bin|\?) 0 0% 0 refresh_pattern . 0 20% 4320 cache_effective_user squid cache_effective_group squid icp_port 3130 coredump_dir /var/cache/squid-3.0 redirector_bypass off My krb5.conf file is [logging] default = FILE:/var/log/krb5libs.log kdc = FILE:/var/log/krb5kdc.log admin_server = FILE:/var/log/kadmind.log [libdefaults] default_realm = CHILD.DOMAIN.COM dns_lookup_realm = false dns_lookup_kdc = false ticket_lifetime = 24h # For Windows XP: default_tgs_enctypes = rc4-hmac des-cbc-crc des-cbc-md5 default_tkt_enctypes = rc4-hmac des-cbc-crc des-cbc-md5 permitted_enctypes = rc4-hmac des-cbc-crc des-cbc-md5 # For Windows 2007: # default_tgs_enctypes = aes256-cts-hmac-sha1-96 rc4-hmac des-cbc-crc des-cbc-md5 # default_tkt_enctypes = aes256-cts-hmac-sha1-96 rc4-hmac des-cbc-crc des-cbc-md5 # permitted_enctypes = aes256-cts-hmac-sha1-96 rc4-hmac des-cbc-crc des-cbc-md5 forwardable = yes [realms] CHILD.DOMAIN.COM = { kdc = xxx.xxx.xxx.xxx:88 admin_server = xxx.xxx.xxx.xxx:7491 default_domain = child.domain.com } [domain_realm] .child.domain.com = CHILD.DOMAIN.COM child.domain.com = CHILD.DOMAIN.COM [appdefaults] pam = { debug = false ticket_lifetime = 36000 renew_lifetime = 36000 forwardable = true krb4_convert = false } When browsing sites the access.log reflects 1275588052.233 419 172.17.192.244 TCP_REFRESH_UNMODIFIED/304 670 GET http://www.mail-archive.com/images/msg-top2.png hfryer@xxxxxxxxxxxxxxxx DIRECT/72.52.77.3 - 1275588052.266 452 172.17.192.244 TCP_REFRESH_UNMODIFIED/304 671 GET http://www.mail-archive.com/images/msg-left.jpg hfryer@xxxxxxxxxxxxxxxx DIRECT/72.52.77.3 - 1275588055.273 1 172.17.192.244 TCP_IMS_HIT/304 276 GET http://www.mail-archive.com/favicon.ico hfryer@xxxxxxxxxxxxxxxx NONE/- image/x-icon Now when I start up Skype and watch the access.log I get 1275588304.779 0 172.17.192.244 TCP_DENIED/407 1895 CONNECT 173.168.7.102:443 - NONE/- text/html 1275588304.781 1 172.17.192.244 TCP_DENIED/407 1895 CONNECT 178.34.74.211:443 - NONE/- text/html 1275588304.781 1 172.17.192.244 TCP_DENIED/407 1898 CONNECT 70.253.110.236:443 - NONE/- text/html 1275588304.781 1 172.17.192.244 TCP_DENIED/407 1901 CONNECT 130.132.120.126:443 - NONE/- text/html 1275588304.782 0 172.17.192.244 TCP_DENIED/407 1895 CONNECT 173.168.7.102:443 - NONE/- text/html 1275588304.785 0 172.17.192.244 TCP_DENIED/407 1895 CONNECT 178.34.74.211:443 - NONE/- text/html 1275588304.785 0 172.17.192.244 TCP_DENIED/407 1901 CONNECT 130.132.120.126:443 - NONE/- text/html 1275588304.785 0 172.17.192.244 TCP_DENIED/407 1898 CONNECT 70.253.110.236:443 - NONE/- text/html 1275588307.898 0 172.17.192.244 TCP_DENIED/407 1895 CONNECT 68.196.29.250:443 - NONE/- text/html 1275588308.904 0 172.17.192.244 TCP_DENIED/407 1898 CONNECT 173.16.159.143:443 - NONE/- text/html 1275588308.904 0 172.17.192.244 TCP_DENIED/407 1895 CONNECT 72.55.196.138:443 - NONE/- text/html 1275588308.906 1 172.17.192.244 TCP_DENIED/407 1898 CONNECT 178.82.173.239:443 - NONE/- text/html 1275588308.906 1 172.17.192.244 TCP_DENIED/407 1892 CONNECT 67.244.70.95:443 - NONE/- text/html I've tried removing the reliance on the external_acl_type command but still get the authentication failure when attempting to sign in to the Skype service. I'm not sure if the solution is straight forward, I've googled for 2+ days without much success. There may be other such situations that I cannot access, Skype is the first one I've encountered that fails to connect. Thanks Huw Fryer Email - hfryer@xxxxxxxxxxxxxx