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Squid NTLM Authentication and Windows Update Server (WSUS 3.0)

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Hi Everyone,

I am having trouble getting WSUS 3.0 to communicate through Squid when using NTLM authentication. Back in early 2009 I did some testing and determined that 2.6.STABLE5 appears to be the last version that WSUS would successfully communicate through the proxy using NTLM.

Yesterday I tried Squid 3.1.10 and WSUS still returns a 407 Proxy Authentication Required. If I uninstall 3.1.10 and then install 2.6.STABLE5 using the same configuration on my test machine WSUS works.

If I comment out the auth_param ntlm lines (just leaving basic authentication enabled) WSUS works with 3.1.10, so I believe it could be something going wrong in the NTLM handshake.

What is the best way to start debugging what the problem could be?

Software versions from our working configuration:
Samba - 3.5.1
Winbind - 3.5.1
Squid - 2.6-STABLE5

Authentication settings in squid.conf:
auth_param ntlm program /usr/bin/ntlm_auth --helper-protocol=squid-2.5-ntlmssp
auth_param ntlm children 5
auth_param basic program /usr/bin/ntlm_auth --helper-protocol=squid-2.5-basic
auth_param basic realm Test Proxy Server
auth_param basic children 5
auth_param basic credentialsttl 2 hours

Regards,
John Treen


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