Exchange Email Issue

Hi, This is a bit of an open question, but I need some help on where to start looking.

We seem to have issued receiving emails from different people. Emails mostly come in fine but randomly emails seem to get lost when being sent to us, with no error. The same person can email us one day and then the next the email wont arrive, Also we sometimes need to send an email to the person and if they reply rather than type a new email the email arrived fine.

Sorry, I know its lacking information but a pointer in the right direction would be good. Our domain is cmp.org.uk.
Thanks.
David LoganDirectorAsked:
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David AtkinTechnical DirectorCommented:
Hello,

I've done a blacklist check on your domain and it doesn't look like it is on any blacklists which is good.

A good place to start here would be to have a look at the Tracking logs from with in the Exchange console.  Filter by email address and see if there are any failures and the reasons associated with the failure.
AmitIT ArchitectCommented:
It looks like local outlook issue at sender end. Ask sender to check email address in contact list. If there are any duplicate or bad address, ask sender to clean it.
David LoganDirectorAuthor Commented:
Had a look and found this.

Delivery Report for  alan ‎(alan@cmp.org.uk)‎
Failed
26/05/2015 15:58 cmpserver.cmdomain.local
The message was rejected because it was detected as spam.
550 5.7.1 Message rejected as spam by Content Filtering. Content Filter Agent

I have added this persons email to all the exceptions lists, but they still seem to get the odd email blocked. What could I look at. The email is coming from joyce.mcivor@ulstercarpets.com
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AmitIT ArchitectCommented:
looks like content filtering is enabled on exchange server.
David AtkinTechnical DirectorCommented:
IMO the content filtering in Exchange is poor at best. I would disable the content filtering or lower it if you want to keep it on.

I would look at a third party content filter if you do have issues with spam etc.
David LoganDirectorAuthor Commented:
Thanks David. Any suggestions for who to look at. We are a small practice, 8 users in total.
AmitIT ArchitectCommented:
David AtkinTechnical DirectorCommented:
Have a look at spambrella.com

They are a McAfee reseller. Normally I have hateful feeling towards anything McAfee but they have actually succeeded at creating a working email filtering service.

I recommend Spambrella as they are UK based and are good to deal with.
David LoganDirectorAuthor Commented:
Thanks, I have a quote from them. I finally got a copy of the bounce back, Is there anything I am missing in the list below.

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:

 terry@cmp.org.uk
   SMTP error from remote mail server after end of data:
   host remote.cmp.org.uk [81.137.89.197]: 550 5.7.1 Message rejected as spam by Content Filtering.

------ This is a copy of the message, including all the headers. ------
------ The body of the message is 3534309 characters long; only the first
------ 16384 or so are included here.

Return-path: <Joyce.McIvor@ulstercarpets.com>
Received: from 1Yxzc4-0004V3-VZ by out4b.electric.net with emc1-ok (Exim 4.84)
                (envelope-from <Joyce.McIvor@ulstercarpets.com>)
                id 1YxzcJ-0005JC-UX
                for terry@cmp.org.uk; Thu, 28 May 2015 08:21:07 -0700
Received: by emcmailer; Thu, 28 May 2015 08:21:07 -0700
Received: from [212.137.49.161] (helo=ntlotusnotes.ulstercarpets.com)
                by out4b.electric.net with esmtp (Exim 4.84)
                (envelope-from <Joyce.McIvor@ulstercarpets.com>)
                id 1Yxzc4-0004V3-VZ; Thu, 28 May 2015 08:21:06 -0700
Message-ID: <2920F485-E47B-4356-8E70-8B0375229BF0@ulstercarpets.com>
Date: Thu, 28 May 2015 16:20:52 +0100
From: Joyce.McIvor@ulstercarpets.com
Subject: Fwd: Clayton Hotel Chiswick - Corridors and Stairs
Cc: "terry (terry@cmp.org.uk)" <terry@cmp.org.uk>
To: alan@cmp.org.co.uk
X-Mailer: Lotus Notes Traveler 8.5.3.3 Build 201207191352
X-MIMETrack: Itemize by nTRAVELER.EXE on NotesUCM1/NI/UlsterCarpets(Release
                9.0.1FP3 HF75|February 06, 2015) at 28/05/2015 16:20:52,
                Serialize by Router on NotesUCM1/NI/UlsterCarpets(Release 9.0.1FP3
                HF75|February 06, 2015) at 28/05/2015 16:20:52
X-Outbound-IP: 212.137.49.161
X-Env-From: Joyce.McIvor@ulstercarpets.com
X-PolicySMART: 4113112, 4113130
MIME-Version: 1.0
Content-Type: multipart/alternative;
                boundary=Apple-Mail-6E139155-059B-4171-8BD3-09050CC1D3AA
X-Virus-Status: Scanned by VirusSMART (c)
X-Virus-Status: Scanned by VirusSMART (s)


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Content-Type: text/plain;
                charset=utf-8
Content-Transfer-Encoding: quoted-printable



Sent from my iPhone

Begin forwarded message:

> From: "Nathlie McClimonds" <Nathlie.McClimonds@ulstercarpets.com>
> To: "Joyce McIvor" <Joyce.McIvor@ulstercarpets.com>
> Cc: "Joan I Hanratty" <Joan.Hanratty@ulstercarpets.com>
> Subject: Clayton Hotel Chiswick - Corridors and Stairs
>=20
> Hi Joyce,
>=20
> Please find attached the latest pdf for the corridors of the Clayton Hote=
l Chiswick showing the amendments requested. I have attached the stair pdf =
also.
>=20
> Many Thanks
>=20
> Nathlie.
>=20
>=20
> _____________________________________________________
> Nathlie McClimonds
> Senior Designer
> Fax:+44 (0)2838 333142
> Tel:+44 (0)2838 395163=20
> ulster=E2=84=A2

--


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<html><head><meta http-equiv=3D"content-type" content=3D"text/html; charset=
=3Dutf-8"></head><body dir=3D"auto"><div><br><br>Sent from my iPhone</div><=
div><br>Begin forwarded message:<br><br></div><blockquote type=3D"cite"><di=
v><b>From:</b> "Nathlie McClimonds" &lt;<a href=3D"mailto:Nathlie.McClimond=
s@ulstercarpets.com">Nathlie.McClimonds@ulstercarpets.com</a>&gt;<br><b>To:=
</b> "Joyce McIvor" &lt;<a href=3D"mailto:Joyce.McIvor@ulstercarpets.com">J=
oyce.McIvor@ulstercarpets.com</a>&gt;<br><b>Cc:</b> "Joan I Hanratty" &lt;<=
a href=3D"mailto:Joan.Hanratty@ulstercarpets.com">Joan.Hanratty@ulstercarpe=
ts.com</a>&gt;<br><b>Subject:</b> <b>Clayton Hotel Chiswick - Corridors and=
Stairs</b><br><br></div></blockquote><div><span></span></div><blockquote t=
ype=3D"cite"><div><span>Hi Joyce,</span><br><span></span><br><span>Please f=
ind attached the latest pdf for the corridors of the Clayton Hotel Chiswick=
showing the amendments requested. I have attached the stair pdf also.</spa=
n><br><span></span><br><span>Many Thanks</span><br><span></span><br><span>N=
athlie.</span><br><span></span><br><span></span><br><span>_________________=
____________________________________</span><br><span>Nathlie McClimonds</sp=
an><br><span>Senior Designer</span><br><span>Fax:+44 (0)2838 333142</span><=
br><span>Tel:+44 (0)2838 395163 </span><br><span> ulster=E2=84=A2</span></d=
iv></blockquote><blockquote type=3D"cite"><div></div></blockquote>
<p></p><hr><br>Scanned by iCritical.<p></p></body></html>


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David AtkinTechnical DirectorCommented:
Yep the message headers confirms that it's your content filter on exchange.

I would disable it for now. Confirm that it resolves the problem (get them to resend the same email)

See how you go with the spam - if you get lots it maybe worth looking at Spambrella or something similar.

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David LoganDirectorAuthor Commented:
Cheers David. Got a quote from Spambrella.
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