Yahoo SMTP Garbled Message

Comeon
Comeon used Ask the Experts™
on
I only have this problem with 1 recipient. I am sending from outlook 2003 and 2010 and the user receive garbled messages. The smtp service is Yahoo. I have tried to just send in plain text and html. The problem still persist. I have post a example below. Any ideals would be helpful. The recipient says he gets over 100+ messages a day and no problem, only my message. Also, he receive the message fine when I send through Yahoo web interface. I am pretty sure the recipient is using outlook.. I have xxxx out address and subject data.


Below is how they receives the messages.
 
> From:
> > Sent: None
> > Subject:
> >
> > X-Yahoo-Newman-Id: 504796.49355.bm@smtp107.mail.ac4.yahoo.com
> > Received: from xxxxxx (xxxxxx with login)
> >          by smtp107.mail.ac4.yahoo.com with SMTP; 16 Oct 2010 08:07:22
-0700
> > PDT
> > X-Yahoo-SMTP: v6uo3L2swBCPbd3yGckCo1DWsfL3gZ0rx3SJvA--
> > X-YMail-OSG: dfd.n1MVM1kN7C31R.ghqdIo1Rv7tP9qoCBafkxkARrW2UC
> >   zZ5yW_Flq4pbBrbl4ylAiDN9gbeJuixSMRRb5PMi9STkDtJol0SDr2hXCVMb
> >   9jHlJmD6sIIIVl_rHrGERPTgBK4qKde1rMpwhN61QCZaQ4wwssRBmOKscMyW
> >   XZcgg6N.ekLl.cITYNDGfkH2q18guuHb8N75sN7XupRl3yH7PpdqFUuxkynB
> >   VcqFrrsdBtbIFzEfEvYSCVDNYZGc9SZrZq4949drz1FKK3yo2OlByP_H0GUp
> >   kJTLbQZQsZnI7pKu4
> > X-Yahoo-Newman-Property: ymail-3
> > From: "xxxxx"<xxxxx>
> > To: "xxxxx"<xxxxxxx>,
> >       "xxxxx"<xxxxx>
> > References:<01e901cb6d1b$c9798500$5c6c8f00$@xxxx.xx>
> > In-Reply-To:<01e901cb6d1b$c9798500$5c6c8f00$@xxx.xx>
> > Subject: FW: xxxxx - xxxx
> > Date: Sat, 16 Oct 2010 11:07:13 -0400
> > Message-ID:<004101cb6d43$d0eed2e0$72cc78a0$@yahoo.com>
> > MIME-Version: 1.0
> > Content-Type: multipart/mixed;
> >       boundary="----=_NextPart_000_0042_01CB6D22.49DFA3E0"
> > X-Mailer: Microsoft Outlook 14.0
> > Thread-Index: ActtG8k+Rd3gYmAwQlCNq5fQG584CgAHkyYQ
> > Content-Language: en-us
> >
> > This is a multipart message in MIME format.
> >
> > ------=_NextPart_000_0042_01CB6D22.49DFA3E0
> > Content-Type: text/plain;
> >       charset="iso-8859-1"
> > Content-Transfer-Encoding: quoted-printable
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Top Expert 2008
Commented:
Looks like you are sending in Unicode encoding and recipient cannot read it. If you are sending English, send in Western European encoding.

Or the recipient can translate the Unicode in the following manner.
http://social.answers.microsoft.com/Forums/en-US/outlooksend/thread/2c8575b5-1f02-4593-98ca-f1c5ba61541c
How many recipients your mail has in total?

It seems that X-YMail-OSG is Yahoo implementation of Domain Key of some sort  The more recipients per message the longer X-YMail-OSG gets.
The usual problem with that then header item can't exceed 1k limit which is often the case. When the limit is exceeded,the recipient server might fail to parse it properly (depending on implementation) and the message appears to be garbled.

So if you have multiple recipients for the messages, send message to all minus this recipient and send it to him/her separately

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