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i'm having problems with outlook 2003 + smtp authentication. although it's set in outlook, my mailserver won't relay - which means, outlook is trying to mail BEFORE authenticating.

i've tried the same with thunderbird, auth + sending works without problems.

so it definately must be something in outlook and it's command-sequence - what could be wrong?

thx

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In Advance settings you should require authentication before sending...

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  • i already did. i checkded the server logs and outlook is NOT sending the auth-sequence (base64 encoded password ..) :/ thunderbird does.
    – Fuxi
    Dec 2, 2009 at 10:37

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