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some emails forwarded from exchange to gmail do not show up.

Our administrator has setup my Exchange 2003 account to forward all emails to my address to a gmail account.  Some of them get there... some of them don't - and it is an intermittent issue.

e.g. Sender A can send 4 emails... 3 will get to the gmail account, 1 will not.

Sender B can send 2 emails... 1 will get there, 1 will not.

If I go to Outlook where my account is setup, I can see all emails.  If I go to gmail, I see the random issue described above.

Without going into details, we need to forward to an account where I can access POP via SSL... which Exchange 2003 will not support.

Is this a google thing... i.e. should I change the account I am forwarding to to another account at a different provider?  Or is this something I can fix.

Appreciate any suggestions

Tomster
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Tomster2
Asked:
Tomster2
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2 Solutions
 
Manpreet SIngh KhatraSolutions Architect, Project LeadCommented:
I would as Admin first start with checking with Message Tracking and see what happened to the email that didnt go to Gmail :)

Not sure if you have checked Spam folder in gmail mailbox ?
I dont think its issue with forwarding or something but need to check what happens to those emails or if they are being dumped ........ then need to know why :)


- Rancy
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Tomster2Author Commented:
I checked spam at gmail (nothing) as well as trash (also empty).

If the message didn't get there, how do I use Message Tracking?  Appreciate your direction on this.

Thanks for the reply.
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Simon Butler (Sembee)ConsultantCommented:
This doesn't surprise me, and there is nothing you can do about it.
The way that Exchange forwards the email messages means that it looks like the Exchange server is spoofing the domain of the ORIGINAL sender. If they are using measures such as SPF to stop spoofing then Gmail will drop the email silently - it will not go in to the spam folder on the Gmail account. There is nothing you can do to change that behaviour.

The requirement to use POP3 over SSL would usually only have one answer from me - upgrade your Exchange version.

Simon.
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Manpreet SIngh KhatraSolutions Architect, Project LeadCommented:
Message tracking is from Internal and will show you if the email went from the Mailbox to external or not

- Rancy
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Tomster2Author Commented:
Simon,

Is there a version of Exchange that will support SSL with POP3.  Before I posted this thread, I did some research (probably not enough) but what I found said that MS does not officially support POP if you choose to use it, and does not offer POP with SSL.

Tomster2
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Simon Butler (Sembee)ConsultantCommented:
Exchange 2010 allows you to use POP3 with SSL.
http://technet.microsoft.com/en-us/library/aa997149(v=exchg.141).aspx

Although POP3 is an awful protocol and one that I prefer to avoid where possible.

Simon.
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Tomster2Author Commented:
Thanks for the quick replies
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