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Cannot send out emails - hosting problem?

Posted on 2008-10-17
Medium Priority
Last Modified: 2008-10-20
Hi there.

I am getting this error when trying to email using a webmail address from my hosting company.

I have created a webmail address at our hosting company, for the domain  Now what my boss wants to do it basically send out emails to customers from the address (basically so the name sender is something like, this shows up in the address bar).

When someone replies to that address, the email will then go to the hosting company for the domain, and will then be forwarded to my boss email address at work  so he can then access that from Outlook.  

Additionally, he wants to be able to login to Outlook create a mail, use the Account selector, then choose the webmail account he created from the hosting company  then send the emails out.

So he has created an account based upon the information from the domain hosting company  pop/smtp (made sure we have outgoing Server Auth checked) settings.

Now, when we go to test the account, we get this well recognised error:

I should say we have an MS exchange Server at work.
I should say that out of the 15 attempts to send a test email to an account (outside the work Exchange, ie to a hotmail account) it has worked once;

 It worked even though the test email does not work by showing the above error.

However, on every other occasion I get this error, this error (see code snippet below) is delivered to my Outlook account, the one I am sending the email from.

Is this a problem to do with the hosting company?  I mean, if one email worked but the rest did not  must mean the configuration is correct, to an extent.

Thank you very much.
Error message received just after I send the message.
This message was created automatically by mail delivery software.
A message that you sent could not be delivered to one or more of its recipients. This is a permanent error. The following address(es) failed:
    SMTP error from remote mail server after MAIL FROM:<> SIZE=4878:
    host [**.***.**.***]: 550 SC-001 Mail rejected by Windows Live Hotmail for policy reasons. Reasons for rejection may be related to content with spam-like characteristics or IP/domain reputation problems. If you are not an email/network admin please contact your E-mail/Internet Service Provider for help. Email/network admins, please visit for email delivery information and support
------ This is a copy of the message, including all the headers. ------
Return-path: <>
Received: from ([**.***.**.***] helo=WSXP05)
	by with esmtpa (Exim 4.63)
	(envelope-from <>)
	id 1Kqjes-0002D7-MV

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Question by:SpencerKarnovski
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Accepted Solution

Sci-Fi-Si earned 1500 total points
ID: 22738877
Just a thought but as it says in the reply from hotmail, you message is not being delivered because of 'Windows Live Hotmail for policy reasons. Reasons for rejection may be related to...'

Hotmail was always really, really bad for spam but recently they have tightend it up a bit.

It could be your IP is on a grey or black list, it might also be because you have the word 'test' before your domain name as the sender. might be able to help you further.

Author Comment

ID: 22740027
Hi Sci-Fi0Si

Thanks for pointing out that hotmail is very tight on spam.  Turns out that I can mail almost any other email account (Yahoo, my ISP, Gmail) and it works.  The only email provider that will not accept the mails is hotmail.

Additionally, you know when you test an email account (in the Outlook Account Settings page), well I get the above error in that - however, I can obviously send and receive email.  So in essence, the "Test Account" is not working correctly, or does it sometimes throw-up errors - in your opinion.  

Thanks for helping.

Expert Comment

ID: 22747490
I suspect that the 'spam' filters are asking for further credentials, which are not being met. I can only speculate as to why these criteria are not being met, but in order to raise the level of 'validity' of your email you could try adding a 'personal email certificate'.

You could visit, where you can do a FREE Mail Server and Domain Health Check on your domain, this site will tell you if there are any errors in your DNS or if your IP or domain name have hit any mail blacklists.

All the best
Sci-Fi Si
Concerto's Cloud Advisory Services

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Author Comment

ID: 22755708
Hi there Sci-Fi-Si, thanks for posting that link.  I am sure it will come in handy in the future as well.

I did run the domain through that checker, and passed almost everything; however we did fail a few things; I'm not entirely sure what they mean either.

We failed:
Missing (stealth) nameservers
Missing nameservers 2
Stealth NS record leakage

That is only a few fails, and I'm not entirely sure (after reading) that they are the cause of the email problem.  I can post the link to the results.

Thank you very much indeed for that link, and your help.



Expert Comment

ID: 22756144
I suppose here it just important to check your server/IP is not on any grey or black lists.
The missing stealth name server means that you have more nameservers for your domain, however they are not listed in the ns records for your domain, so add it if you can.

eg. With they have 5 name servers which are geographically spread over the world allowing for a great level or redundency in name resolution. However in this case it looks as though you have 2 missing.

The NS leakage means the name servers are giving away more information than they need to and might need tightening up a bit, are they allowing recursive DNS lookups?

However none of these failings are fatal, and I imagine your domain is contactable over the internet and these are just minor tweeks.

If there was no help from I would try contacting hotmail and send them the reply you posted here and see if they can help.

Also try sending email to that address from another account on your domain - don't use the word 'test' and make sure you have a message subject and a message body.

Your email is not being accepted by host  for a reason, its just a case of getting to the bottom of what reason is.

All the best
Sci-Fi Si

Author Comment

ID: 22756188
Ok, thank you very much indeed Si.

The email now does work from other facilities; gmail, yahoo, work-place - just not from hotmail - which to be honest is no great loss.  Can't see our customers using the ho mail address.  However, if they do, I'll know where to start.

Thank you very much indeed.

Have a nice day.


Expert Comment

ID: 22756436
Pleaseure :)

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