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Home/ Questions/Q 4568674
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Editorial Team
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Editorial Team
Asked: May 21, 20262026-05-21T19:06:37+00:00 2026-05-21T19:06:37+00:00

I have an SMTP server that requires secure password authentication (e.g. Outlook requires to

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I have an SMTP server that requires secure password authentication (e.g. Outlook requires to check SPA). Is there a way to deal with it with Django SMTPConnection?
Or maybe ideas about any python solution to deal SPA?

Honestly, I couldn’t find enough about SPA, to understand what is it exactly:

  • en.wikipedia:Secure_Password_Authentication
  • http://www.kuro5hin.org/?op=displaystory;sid=2002/4/28/1436/66154
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  1. Editorial Team
    Editorial Team
    2026-05-21T19:06:38+00:00Added an answer on May 21, 2026 at 7:06 pm

    The python-ntlm project is a working implementation of NTLM authentication for urllib2. There is a patch floating around in the tracker that allows integration with smtplib.

    I would install python-ntlm, then fork smtplib inside your Django project (making sure it gets imported through smtplib) and then patch either smtplib (to always use ntlm authentication) or django (to use python-ntlm).

    This will get the work done.

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