Missing Sent Mail   

A client using mac mail via imap connected to an Exchange 2003 server 
recently has been experiencing some missing mail issues.

The user sends an email with attachment to an external user.  He checks his 
sent items later to make sure he sent it, and it is not in the sent items.
The server shows logs of the message being delivered to the external 
recipient.
He actually composed and sent the same message again thinking the mail was 
not ever sent, and that one sent fine, and showed up in his sent items.

My first thoughts were to check deleted items, and attempt to recover 
delteed items via owa.  Nothing found there indicating where this sent mail 
went.
Second I used PFDAVAdmin to view the mailbox to see if maybe a cached 
mailbox may be the culprit, to no avail.

I've tested sending mail from the client to various emails, with attachment, 
and they all seem to show up in sent items.  This is so sporadic I am unable 
to duplicate it with consistancy.  

I've also tried forwarding email to see if that may be the cause, being that 
forwarded or reply emails don't go to the sent mail folder, or stay with the 
original message etc..  That is not the case either.

Any ideas on what to look at next to isolate the cause?

date: Wed, 20 Feb 2008 13:29:01 -0800   author:   C&G Admin C&G

Re: Missing Sent Mail   

You might try looking in the dumpster of the send items folder. You can turn 
on the dumpster in outlook with the below referenced instructions. That 
would allow you to fire up outlook, select the sent items folder and go to 
tools/recover deleted items from *that* folder to see if you find your 
missing items.

http://support.microsoft.com/kb/246153/en-us

"C&G Admin" <C&G Admin@discussions.microsoft.com> wrote in message 
news:02900874-400C-4785-AB93-D324AB6F61C3@microsoft.com...
>A client using mac mail via imap connected to an Exchange 2003 server
> recently has been experiencing some missing mail issues.
>
> The user sends an email with attachment to an external user.  He checks 
> his
> sent items later to make sure he sent it, and it is not in the sent items.
> The server shows logs of the message being delivered to the external
> recipient.
> He actually composed and sent the same message again thinking the mail was
> not ever sent, and that one sent fine, and showed up in his sent items.
>
> My first thoughts were to check deleted items, and attempt to recover
> delteed items via owa.  Nothing found there indicating where this sent 
> mail
> went.
> Second I used PFDAVAdmin to view the mailbox to see if maybe a cached
> mailbox may be the culprit, to no avail.
>
> I've tested sending mail from the client to various emails, with 
> attachment,
> and they all seem to show up in sent items.  This is so sporadic I am 
> unable
> to duplicate it with consistancy.
>
> I've also tried forwarding email to see if that may be the cause, being 
> that
> forwarded or reply emails don't go to the sent mail folder, or stay with 
> the
> original message etc..  That is not the case either.
>
> Any ideas on what to look at next to isolate the cause?
>

date: Wed, 20 Feb 2008 15:11:56 -0700   author:   Glenn Harm

Re: Missing Sent Mail   

Thanks for you reply,

I enabled the dumpster for all folders and opened the mailbox using outlook 
2003.  
I was not able to find the missing sent items in the sent mail folder, but I 
did locate a few of versions of the missing email in the drafts folder.  I 
suspect this is from an auto save as the email.  The exchange log shows 4 
versions of one email sent, each with different sizes varying frmo 3075K to 
3521K, over a two day period.  Only 1 of these can be found in the clients 
Sent items, and that is on the second day.

The user has never had issues within sent items missing prior to a week ago. 
 The same configuration has been used on this cilent machine for well over a 
year.  The only change made to mail configuration recently is our hosted mail 
provider (brightmail) and that change does not impact anything on the client 
end of sending emails.  I'm puzzled as to how to replicate this and/or 
determine the source of this anomoly.

Any other ideas?

"Glenn Harm" wrote:

> You might try looking in the dumpster of the send items folder. You can turn 
> on the dumpster in outlook with the below referenced instructions. That 
> would allow you to fire up outlook, select the sent items folder and go to 
> tools/recover deleted items from *that* folder to see if you find your 
> missing items.
> 
> http://support.microsoft.com/kb/246153/en-us
> 
> "C&G Admin" <C&G Admin@discussions.microsoft.com> wrote in message 
> news:02900874-400C-4785-AB93-D324AB6F61C3@microsoft.com...
> >A client using mac mail via imap connected to an Exchange 2003 server
> > recently has been experiencing some missing mail issues.
> >
> > The user sends an email with attachment to an external user.  He checks 
> > his
> > sent items later to make sure he sent it, and it is not in the sent items.
> > The server shows logs of the message being delivered to the external
> > recipient.
> > He actually composed and sent the same message again thinking the mail was
> > not ever sent, and that one sent fine, and showed up in his sent items.
> >
> > My first thoughts were to check deleted items, and attempt to recover
> > delteed items via owa.  Nothing found there indicating where this sent 
> > mail
> > went.
> > Second I used PFDAVAdmin to view the mailbox to see if maybe a cached
> > mailbox may be the culprit, to no avail.
> >
> > I've tested sending mail from the client to various emails, with 
> > attachment,
> > and they all seem to show up in sent items.  This is so sporadic I am 
> > unable
> > to duplicate it with consistancy.
> >
> > I've also tried forwarding email to see if that may be the cause, being 
> > that
> > forwarded or reply emails don't go to the sent mail folder, or stay with 
> > the
> > original message etc..  That is not the case either.
> >
> > Any ideas on what to look at next to isolate the cause?
> >

date: Thu, 21 Feb 2008 10:01:01 -0800   author:   C&G Admin