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#550 OU-002 Mail rejected by Windows Live Hotmail for policy reasons

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eaton.bl...@gmail.com

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Feb 6, 2008, 1:59:36 PM2/6/08
to
I am getting this message

iagnostic information for administrators:

Generating server: dserver01.trowbridgehouse.local

eat...@hotmail.com
bay0-mc10-f3.bay0.hotmail.com #550 OU-002 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 http://postmaster.live.com for email delivery information and
support ##


also this ..

Original message headers:

Received: from dserver01.trowbridgehouse.local ([192.168.16.4]) by
dserver01.trowbridgehouse.local ([192.168.16.4]) with mapi; Wed, 6
Feb 2008
13:42:47 -0500
From: "Eaton J. B" <mye...@mydomain.com>
To: "myho...@hotmail.com" <myho...@hotmail.com>
Date: Wed, 6 Feb 2008 13:42:31 -0500
Subject: lunch
Thread-Topic: lunch
Thread-Index: Acho7bH7GNJG7FbyTqWcqMEXgeW8Xw==
Message-ID:
<E6A46F03C1A82E40A4FC1...@dserver01.trowbridgehouse.local>
Accept-Language: en-US
Content-Language: en-US
X-MS-Has-Attach:
X-MS-TNEF-Correlator:
acceptlanguage: en-US
Content-Type: multipart/alternative;

boundary="_000_E6A46F03C1A82E40A4FC13AAA991848306D04C2FEEdserver01trow_"
MIME-Version: 1.0


now , I think it could be that it says
"dserver01.trowbridgehouse.local" and I do not know how to change
this, and it also shows the internet IP 192.168.16.4 ,

is this the problem, and can I get my server even when it is NATed to
show the External IP and correct domain mail.mydomain.com?

only hotmail is rejecting this now, but i am sure it is going to get
worse!?


John Oliver, Jr. [MVP]

unread,
Feb 6, 2008, 3:42:40 PM2/6/08
to
Do you have a Reverse PTR Record? Check at www.dnsstuff.com. Do you have
business class circuit? Are you using a Smarthost?

--
John Oliver, Jr
MCSE, MCT, CCNA
Exchange MVP 2008
Microsoft Certified Partner


<eaton.bl...@gmail.com> wrote in message
news:d456f4e9-07fb-4ff1...@c4g2000hsg.googlegroups.com...

eaton.bl...@gmail.com

unread,
Feb 6, 2008, 4:12:29 PM2/6/08
to
On Feb 6, 3:42 pm, "John Oliver, Jr. [MVP]" <jcolive...@hotmail.com>
wrote:
> Do you have a Reverse PTR Record?  Check atwww.dnsstuff.com.  Do you have

> business class circuit?  Are you using a Smarthost?
>
> --
> John Oliver, Jr
> MCSE, MCT, CCNA
> Exchange MVP 2008
> Microsoft Certified Partner
>
> <eaton.blumenst...@gmail.com> wrote in message

>
> news:d456f4e9-07fb-4ff1...@c4g2000hsg.googlegroups.com...
>
> >I am getting this message
>
> > iagnostic information for administrators:
>
> > Generating server: dserver01.trowbridgehouse.local
>
> > eato...@hotmail.com

> > bay0-mc10-f3.bay0.hotmail.com #550 OU-002 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
> > visithttp://postmaster.live.comfor email delivery information and

> > support ##
>
> > also this ..
>
> > Original message headers:
>
> > Received: from dserver01.trowbridgehouse.local ([192.168.16.4]) by
> > dserver01.trowbridgehouse.local ([192.168.16.4]) with mapi; Wed, 6
> > Feb 2008
> > 13:42:47 -0500
> > From: "Eaton J. B" <myem...@mydomain.com>
> > To: "myhotm...@hotmail.com" <myhotm...@hotmail.com>

> > Date: Wed, 6 Feb 2008 13:42:31 -0500
> > Subject: lunch
> > Thread-Topic: lunch
> > Thread-Index: Acho7bH7GNJG7FbyTqWcqMEXgeW8Xw==
> > Message-ID:
> > <E6A46F03C1A82E40A4FC13AAA991848306D04C2...@dserver01.trowbridgehouse.local>

> > Accept-Language: en-US
> > Content-Language: en-US
> > X-MS-Has-Attach:
> > X-MS-TNEF-Correlator:
> > acceptlanguage: en-US
> > Content-Type: multipart/alternative;
>
> > boundary="_000_E6A46F03C1A82E40A4FC13AAA991848306D04C2FEEdserver01trow_"
> > MIME-Version: 1.0
>
> > now , I think it could be that it says
> > "dserver01.trowbridgehouse.local" and I do not know how to change
> > this, and it also shows the internet IP 192.168.16.4 ,
>
> > is this the problem, and can I get my server even when it is NATed to
> > show the External IP and correct domain mail.mydomain.com?
>
> > only hotmail is rejecting this now, but i am sure it is going to get
> > worse!?

no.. I have another host , hosting my DNS, this server is behind a NAT
firewall, If I do revers the name it comes out as my ISP's name with
some other stuff.

John Oliver, Jr. [MVP]

unread,
Feb 6, 2008, 10:17:04 PM2/6/08
to
Do you have an SPF created?

http://www.microsoft.com/mscorp/safety/content/technologies/senderid/wizard/

--
John Oliver, Jr
MCSE, MCT, CCNA
Exchange MVP 2008
Microsoft Certified Partner


<eaton.bl...@gmail.com> wrote in message
news:e2cc4d38-c65a-4e80...@d4g2000prg.googlegroups.com...

eaton.bl...@gmail.com

unread,
Feb 6, 2008, 11:46:36 PM2/6/08
to
On Feb 6, 10:17 pm, "John Oliver, Jr. [MVP]" <jcolive...@hotmail.com>
wrote:
> Do you have an SPF created?
>
> http://www.microsoft.com/mscorp/safety/content/technologies/senderid/...

>
> --
> John Oliver, Jr
> MCSE, MCT, CCNA
> Exchange MVP 2008
> Microsoft Certified Partner
>
> <eaton.blumenst...@gmail.com> wrote in message
>
> news:e2cc4d38-c65a-4e80...@d4g2000prg.googlegroups.com...
> On Feb 6, 3:42 pm, "John Oliver, Jr. [MVP]" <jcolive...@hotmail.com>
> wrote:
>
>
>
> > Do you have a Reverse PTR Record? Check atwww.dnsstuff.com. Do you have
> > business class circuit? Are you using a Smarthost?
>
> > --
> > John Oliver, Jr
> > MCSE, MCT, CCNA
> > Exchange MVP 2008
> > Microsoft Certified Partner
>
> > <eaton.blumenst...@gmail.com> wrote in message
>
> >news:d456f4e9-07fb-4ff1...@c4g2000hsg.googlegroups.com...
>
> > >I am getting this message
>
> > > iagnostic information for administrators:
>
> > > Generating server: dserver01.trowbridgehouse.local
>
> > > eato...@hotmail.com
> > > bay0-mc10-f3.bay0.hotmail.com #550OU-002Mail 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
> > > visithttp://postmaster.live.comforemail delivery information and

yea, I even created one.. but still, I don't want it to show the
dserver01.trowbridgehouse.local.. i would like it to have my full
domain FQDN in there.. is there a way to change that in Exchange
2007?!?

Phil

unread,
Feb 7, 2008, 12:11:07 AM2/7/08
to
> > > > visithttp://postmaster.live.comforemaildelivery information and
> 2007?!?- Hide quoted text -
>
> - Show quoted text -

Is 192.168.16.4 your internal exchange? Is port 25 open on your
firewalls (don't think that would do it but worth a glance) ? What
exactly do your ptr and MX records say?

eaton.bl...@gmail.com

unread,
Feb 7, 2008, 9:07:51 AM2/7/08
to
> > > > > visithttp://postmaster.live.comforemaildeliveryinformation and


emails go in and out without a problem, my MX record is fine, all
emails come in, no matter what..

all I want to change is the EXCHANGE outbound info in the header.. it
shows the internet IP not the external ip and it also failes to show
the FQDN, thats is all i want to change.. this is my first step. can
it be done?!?! what do i need to do it.. I do not understand how
exchange 2007 will let me change that info.


all i want to do is change this

Received: from dserver01.trowbridgehouse.local ([192.168.16.4]) by
dserver01.trowbridgehouse.local ([192.168.16.4]) with mapi; Wed, 6

can it be done?!

Phil

unread,
Feb 7, 2008, 9:36:10 AM2/7/08
to
> can it be done?!- Hide quoted text -

>
> - Show quoted text -

The other server knows who makes the connection. You can change the
header but in this situation it would be pointless. I think this is
what is happening. when you send yourself these test, you of course
are going to get your internal network, that's what it's showing you.
You're not making out of NAT and what you showed us is your server
saying where it came back, what does another server outside your
network say? Did you check your reputation and spam scores? Did it
contain anything bad in your e-mail that a spam filter would get it?
Did you contact them and ask them why they rejected it?

eaton.bl...@gmail.com

unread,
Feb 7, 2008, 11:16:08 AM2/7/08
to

ok.. so i got some EDGE rules that took thoes headers out, and it
seems to be working. but I STILL can not send to hotmail, so there is
some other issues.

and this JUST STARTED happening

Phil

unread,
Feb 7, 2008, 12:30:10 PM2/7/08
to
> and this JUST STARTED happening- Hide quoted text -

>
> - Show quoted text -

Did you check the spam databases or ask them why they block you?

nickn...@gmail.com

unread,
Feb 17, 2008, 5:16:03 PM2/17/08
to
This also recently started happening when I had to amend another issue
we had

http://support.microsoft.com/kb/940726

Would changing these:

* The Service Connection Point object for the Autodiscover service
* The InternalUrl attribute of Exchange 2007 Web Service (EWS)
* The InternalUrl attribute of the Offline Address Book Web service
* The InternalUrl attribute of the Exchange unified messaging (UM) Web
service

from the NETBIOS name of the computer to our FQDN cause an issue with
this?

nickn...@gmail.com

unread,
Feb 17, 2008, 5:31:41 PM2/17/08
to
Here's my SMTP log also...

2008-02-17T01:06:48.363Z,Internet,
08CA35895D49E1D7,2,10.215.11.30:53699,65.54.244.8:25,<,"220 bay0-mc2-
f3.bay0.hotmail.com Sending unsolicited commercial or bulk e-mail to
Microsoft's computer network is prohibited. Other restrictions are
found at http://privacy.msn.com/Anti-spam/. Violations will result in
use of equipment located in California and other states. Sat, 16 Feb
2008 17:04:54 -0800 ",
2008-02-17T01:06:48.363Z,Internet,
08CA35895D49E1D7,3,10.215.11.30:53699,65.54.244.8:25,>,EHLO
homer.aplus.com,
2008-02-17T01:06:48.551Z,Internet,
08CA35895D49E1D7,4,10.215.11.30:53699,65.54.244.8:25,<,250-bay0-mc2-
f3.bay0.hotmail.com (3.5.0.22) Hello [60.242.119.176],
2008-02-17T01:06:48.551Z,Internet,
08CA35895D49E1D7,5,10.215.11.30:53699,65.54.244.8:25,<,250-SIZE
29696000,
2008-02-17T01:06:48.551Z,Internet,
08CA35895D49E1D7,6,10.215.11.30:53699,65.54.244.8:25,<,250-PIPELINING,
2008-02-17T01:06:48.551Z,Internet,
08CA35895D49E1D7,7,10.215.11.30:53699,65.54.244.8:25,<,250-8bitmime,
2008-02-17T01:06:48.551Z,Internet,
08CA35895D49E1D7,8,10.215.11.30:53699,65.54.244.8:25,<,250-BINARYMIME,
2008-02-17T01:06:48.551Z,Internet,
08CA35895D49E1D7,9,10.215.11.30:53699,65.54.244.8:25,<,250-CHUNKING,
2008-02-17T01:06:48.551Z,Internet,
08CA35895D49E1D7,10,10.215.11.30:53699,65.54.244.8:25,<,250-AUTH
LOGIN,
2008-02-17T01:06:48.551Z,Internet,
08CA35895D49E1D7,11,10.215.11.30:53699,65.54.244.8:25,<,250-
AUTH=LOGIN,
2008-02-17T01:06:48.551Z,Internet,
08CA35895D49E1D7,12,10.215.11.30:53699,65.54.244.8:25,<,250 OK,
2008-02-17T01:06:48.551Z,Internet,
08CA35895D49E1D7,13,10.215.11.30:53699,65.54.244.8:25,*,
1332662,sending message
2008-02-17T01:06:48.551Z,Internet,
08CA35895D49E1D7,14,10.215.11.30:53699,65.54.244.8:25,>,MAIL
FROM:<Ad...@advantageplus.com.au> SIZE=54412 BODY=BINARYMIME,
2008-02-17T01:06:48.551Z,Internet,
08CA35895D49E1D7,15,10.215.11.30:53699,65.54.244.8:25,>,RCPT
TO:<alberto_...@hotmail.com>,
2008-02-17T01:06:48.738Z,Internet,
08CA35895D49E1D7,16,10.215.11.30:53699,65.54.244.8:25,<,"550 OU-002


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 http://postmaster.live.com for email
delivery information and support",
2008-02-17T01:06:48.738Z,Internet,
08CA35895D49E1D7,17,10.215.11.30:53699,65.54.244.8:25,-,,Remote

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