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I have problems sending emails from my server to hotmail. I used mxtoolbox.com and reported no problems on records or blacklists.

Also, emails go successfully to gmail...

This is my mail.log on sending email.

To hotmail:

Sep  4 01:13:50 NewWeb postfix/smtp[2860]: 4CC787FDE1: to=<xxxx@hotmail.it>, relay=mx2.hotmail.com[]:25, delay=39, delays=38/0.01/0.4/0.76, dsn=2.0.0, status=sent (250  <20130903231328.4CC787FDE1@mail.yyyy.it> Queued mail for delivery)
Sep  4 01:13:50 NewWeb postfix/qmgr[23903]: 4CC787FDE1: removed

To Gmail:

Sep  4 01:23:26 NewWeb postfix/cleanup[2938]: EA0FF7FDE1: message-id=<20130903232302.EA0FF7FDE1@mail.yyyy.it>
Sep  4 01:23:26 NewWeb postfix/qmgr[23903]: EA0FF7FDE1: from=<noreply@yyyy.it>, size=357, nrcpt=1 (queue active)
Sep  4 01:23:26 NewWeb postfix/smtp[2947]: EA0FF7FDE1: to=<xxxx@gmail.com>, relay=gmail-smtp-in.l.google.com[]:25, delay=39, delays=38/0/0.08/0.41, dsn=2.0.0, status=sent (250 2.0.0 OK 1378250599 7si16540202eeu.278 - gsmtp)
Sep  4 01:23:26 NewWeb postfix/qmgr[23903]: EA0FF7FDE1: removed
Sep  4 01:23:32 NewWeb postfix/smtpd[2933]: disconnect from localhost[]

The email seems to be sent, but it never goes through hotmail. If you need some other configuration files, I can add them in comments.

Thanks to anyone help me figure out this...

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Your messages were delivered. Check your spam folder. –  Michael Hampton Sep 3 '13 at 23:54
No email in the spam folder... –  CappyT Sep 5 '13 at 15:09

2 Answers 2

up vote 1 down vote accepted

250 <20130903231328.4CC787FDE1@mail.yyyy.it> Queued mail for delivery

Server reponded with normal status (250) and informed, that your message was received by the server and queued. Maybe it's in spam, or maybe is blocked, but still with status 250.

To avoid such problems, setup SPF and DKIM.

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CappyT is right. The problems comes from the hotmail servers. That's unbelievable, see also the very poor anwers from microsoft to this: microsoft answers

I experienced this problem also with my servers (that are not blacklisted in no way), my messages are perflectly authenticated (spf, dkim) and well formatted. I send emails to thousands of people. Checkink the log, i see:

postfix/smtp[15617]: B05C066C0E: to=EMAIL, relay=mx1.hotmail.com[]:25, delay=2.8, delays=0.07/0.01/1.2/1.5, dsn=2.0.0, status=sent (250 EMAIL Queued mail for delivery)

This is the same as an Ok acknowledgment for me. I don't receive a bounce responce and the message is never delivered. Conclusion: I have to say to our members to go away from hotmail

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Did you find any solution for the problem except telling the customers to move away from hotmail? –  t.niese Sep 23 at 10:26

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