I've noticed a similar loop with my NTLM attempts. All my recent attempts have failed which might be because of newer IIS/NTLM versions.

FWIW you might want to look at the responses and linked comments in the thread NTLM - Not Telling Linux Much

In reply to Re: sunslinger : Need help with LWP::UserAgent and NTLM by aufflick
in thread sunslinger : Need help with LWP::UserAgent and NTLM by sunslinger

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