6
$body = 'This is a test';
    $subject = 'Confirmation';
$headers = 'From: Testing Site' . "\r\n";
$headers .= 'Reply-To: admin@myserver.com' . "\r\n";
$headers .= 'MIME-Version: 1.0' . "\r\n";
$headers .= 'Content-type: text/html;charset=iso-8859-1' . "\r\n";
$headers .= 'X-Mailer: PHP/' . phpversion(). "\r\n";
$headers .= 'Delivery-Date: ' . date("r") . "\r\n";
//$headers .= 'Message-Id: <20140316055950.DA8ED58A13CE@myserver.com>' . "\r\n";

mail("example@hotmail.com", $subject, $body, $headers, "-f admin@myserver.com");
mail("example@gmail.com", $subject, $body, $headers, "-f admin@myserver.com");

Emails send fine to Gmail but are always rejected by Hotmail with this error:

host mx1.hotmail.com[65.55.33.119] said: 550 5.7.0 (COL0-MC5-F28) Message could not be delivered. Please ensure the message is RFC 5322 compliant. (in reply to end of DATA command).

Message ID header is generated automatically by the server but it doesn't help to supply one manually either.

Why isn't Hotmail happy?

Mail server has SPF record, reverse DNS, is not blacklisted and passes all checks at mxtoolbox.com.

Racil Hilan
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TijuanaKez
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  • is this standalone script? or part of your WordPress? – Mr.Quack Mar 19 '14 at 07:20
  • This may help http://stackoverflow.com/questions/7033694/why-cant-i-send-an-email-to-hotmail?rq=1. Probably worthwhile to check your email server regarding this. – James T Mar 24 '14 at 16:17

4 Answers4

12

The From header is invalid. It must have the following syntax:

From: "name" <email-address>

In your case:

From: "Testing Site" <admin@myserver.com>

The same goes for your Reply-To header:

Reply-To: "Testing Site" <admin@myserver.com>

Which you can omit if it's the same as the From header (like in your case).

PS: RFC 2822 doesn't state that the display-name in an address should be quoted. In other words: the following 3 headers should all work:

From: "Testing Site" <admin@myserver.com>
From: 'Testing Site' <admin@myserver.com>
From: Testing Site <admin@myserver.com>
Community
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Jasper N. Brouwer
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  • The syntax is good, I only forgot to add this to the `$header`. This code works for me: `$header = "from: 'Testing Site' "`. Thought it might be good to be mentioned. – Carsten Jun 02 '14 at 14:36
0

If you're using WordPress, you can look up plugin for Hotmail/Outlook friendly emailing capability.

However if it is a standalone script you might wanna look into Microsoft's official answer to this query on the URL : http://answers.microsoft.com/en-us/outlook_com/forum/oemail-osend/why-are-the-emails-sent-to-microsoft-account/b64e3e4a-0d93-40c8-8e28-4be849012f9c

In-short Email-Server provider has to fill this form (once) : https://support.live.com/eform.aspx?productKey=edfsmsbl3&ct=eformts&wa=wsignin1.0&scrx=1

In order to get their emails accepted by Hotmail/Outlook.

Mr.Quack
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  • Yes a standalone script, but has not has problems delivering to hotmail until recently. I will fill out the form and see if it can be resolved. – TijuanaKez Mar 19 '14 at 10:25
  • Went through that ordeal just to have microsoft tell me they won't whitelist my i.p but could not say why other than it was automated. – TijuanaKez Apr 29 '14 at 09:07
0

1 ) Go to SPF record wizard

2) create a new SPF record for your DNS domain
3) Add that DNS record to your domain's DNS
4) if you fail somewhere in the process, read the detailed SPF record specification

After you complete this process HOTMAIL will be happy with your email.

Henry
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Bangash
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0

Using the PHPMailer library to send mail instead of the mail() function has finally sorted this problem and is the working solution for me. Answer by Jasper N. Brouwer probably more correctly answers the question though I've not had a chance to try it.

TijuanaKez
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