I understand exactly what it is you want to do. Exchange does not work that way.

-----Original Message-----
From: [EMAIL PROTECTED] [mailto:[EMAIL PROTECTED] On Behalf Of Brett Fernicola
Posted At: Wednesday, November 14, 2007 9:38 AM
Posted To: swynk
Conversation: Exchange advanced SMTP Configuration ?
Subject: RE: Exchange advanced SMTP Configuration ?

Thanks for the good info but I still think your overcomplicating it.
There would never be a loop in my scenario.  If all email going to the
external domain never got routed through exchange at all, and went
strait to the internet pop3 linux host all would be perfect.  The mail
would not get delivered to the exchange mailbox at all. Instead it will
travel the internet until received by the pop3 linux server.  Then the
pop3 linux server would forward a copy back to the Exchange servers
local domain name where the email would finally reach the users mailbox
only one time.  Now there would be a copy on the pop3 server and the
exchange server, which is what I need.  No infinite loop or problems.
Yes I see this will create a slight delay in delivery times but only a
few seconds to minutes, a little extra bandwidth will be used to send
out and back in but that's not a problem for this small company.






-----Original Message-----
From: [EMAIL PROTECTED]
[mailto:[EMAIL PROTECTED] On Behalf Of
Chris Scharff
Sent: Wednesday, November 14, 2007 10:04 AM
To: Exchange Discussions
Subject: RE: Exchange advanced SMTP Configuration ?

I'm sorry but I didn't miss the point or misunderstand the problem. What
you want to happen Exchange doesn't do and my peers, in trying to be
helpful were thinking out loud. Always a trait to be encouraged, but
unfortunately the suggestion would introduce a mail loop. At best that
would mean your users would receive multiple copies of every message and
the senders would receive an NDR stating the message had been NDR'd
because it had executed too many hops. That is both a loop and a problem
in my experience.


Your surety notwithstanding, when a company goes through an acquisition,
the acquiring company generally goes through very deliberate steps to
prevent exactly the type of behavior you describe rather than trying to
encourage it. If you search on InterOrg you should find a series of
Microsoft whitepapers on related topics. In all of those, there is
deliberate care to delineate the processes whereby the mailbox is homed
in one and only one organization. They do this because the alternative
looks like that which is described above.


As to what you actually want to achieve you're right of course, I opted
for brevity over an exhaustive series of what are generally held to be
untenable implementations which meet the requirements more broadly. But
since you insist here are your options:

Client:

1. Maintain 2 profiles: 1 for POP3 and one for Exchange. All sending
must be done via the POP3 profile. If a user is in the Exchange profile
and wants to send to or reply to a message, they need to close and
reopen outlook in the correct profile. When the POP3 server is
unavailable change its settings to use Exchange.
1a. Use 2 separate mail applications instead of 2 profiles.
2. Use POP3 for all mail related activities. Use OWA for calendaring and
contacts. Yes, I know this is really 1b, and that all of these ignore
that Exchange calendaring invites are mail messages but I already said
they were untenable.
3. Add the POP3 service to the existing profile at time of disaster...
sure you'll download a second copy of every message already in the POP3
mailbox but it a also technically meets the stated end goal of
maintaining 2 mailboxes using the client to capture sent messages.

Server:

Here I have a great deal more insight having helped design a somewhat
similar solution for a different problem. It's relatively
straightforward. First you'll need to write a categorizer event sink
which uses a hash table to remap all mail sent to the user to an alias
you associate with the user's POP3 mailbox. Then you'll need to have the
POP3 account forward to an alternate address on the Exchange server
where your cat sink will rewrite the address to the primary. If you have
more than one Exchange server it starts to get really complicated
because now you'll need to maintain state information. Hopefully you
won't need to do that as it will likely radically increase the time
required to develop the solution.


It's certainly possible I'm wrong. There are plenty of things I know
more about than Exchange (e.g beer and the Dukes of Hazzard). But I've
not come across an answer which was better than the original I posited.

As to your desire for real help, I'm not sure what that means. I guess
in this context it might mean you want someone to write the server
solution for you I describe. I'm certainly willing to do that. I'd
estimate it would take 8-10 weeks to develop and QA; I'd be happy to
discuss your budget for the project offline.


-----Original Message-----
From: [EMAIL PROTECTED]
[mailto:[EMAIL PROTECTED] On Behalf Of
Brett Fernicola
Posted At: Wednesday, November 14, 2007 7:30 AM
Posted To: swynk
Conversation: Exchange advanced SMTP Configuration ?
Subject: RE: Exchange advanced SMTP Configuration ?

I think you guys are missing the point, there is no loop or problem.
First I don't care about the ISP Linux Pop3 server, its not my problem.


Let me brake it down again...

Lets call the small company books.com, books.com pays a 3rd party
webhost a small fee for webhosting dns, and 30 pop3 mail accounts.  The
current users of this company all use pop3 to connect to the linux host
to get their email.  All is well here.

Ok now the users of the company are interested in exchange.  They have a
small network with a domain controller, file servers etc.  They also
have an extra box which I installed exchange on.  They have a semi
decent static internet connection which I registered etc. There internal
domain name is contoso.local. Now on the 3rd party webhosting admin
panel each users pop3 email account is setup to forward a copy of all
new incoming email to [EMAIL PROTECTED] this feature is working
100%.

Now what I want to achieve.  By adding the external live smtp address
for each user in AD, ex. [EMAIL PROTECTED] the users at the company can log
into exchange and send email; by setting the 2nd smtp address
"@books.com" as primary, the recipients of those emails see @books.com
as the sender.  If the recipient emails [EMAIL PROTECTED] back the email
will go to the Linux Pop3 server "again not under my control or problem"
and once the email gets there it will be forwarded to [EMAIL PROTECTED]
There the email will get to the proper exchange account etc.  So now we
have a copy of the email in 2 places. On the linux host and on their
exchange server.


The only problem I have is this.  Using this setup if a user logs into
exchange on the lan and sends an email to another co-worker using the
real external domain, @books.com, so lets say [EMAIL PROTECTED] emails
[EMAIL PROTECTED] using their exchange profile, then the email will not go
out to the internet, instead it gives delivered instantly to their
mailbox via exchange.  I can not have this right now.  I need exchange
to not deliver mail going to the domain @books.com to its local storage
group.  Instead I need it to strictly use a Smart Host or something to
force exchange to send the email out to the internet where it will reach
the Linux Pop3 server only.  Now once that email reaches the linux pop3
server it will be forwared to [EMAIL PROTECTED]  Thus no duplicate
emails, one exchange server not doing that much work, and the linux
server I don't care one bit about.


So now if exchange fails or they do not like it, they can switch Outlook
profiles and fall back to their Linux Pop3 account, where low and behold
an exact copy of %100 of their email will be sitting waiting for them.


I know this can be done, its got to be very similar to when one company
purchases another company and they start a merger.

Please any real help is appreciated this setup has to work as described.







-----Original Message-----
From: [EMAIL PROTECTED]
[mailto:[EMAIL PROTECTED] On Behalf Of Dean
Cunningham
Sent: Tuesday, November 13, 2007 8:52 PM
To: Exchange Discussions
Subject: RE: Exchange advanced SMTP Configuration ?

Probably agree with your comment on your last line :-)

Journalling may be another option, or perhaps each excahnge mailbox has
an alternate  recipient that is a mailbox on the linux server??

Would not cached outlook give them similar feature to what they have
now?

-----Original Message-----
From: [EMAIL PROTECTED]
[mailto:[EMAIL PROTECTED] On Behalf Of Brett
Fernicola
Sent: Wednesday, 14 November 2007 06:35
To: Exchange Discussions
Subject: RE: Exchange advanced SMTP Configuration ?

The copy of email on the pop3 linux host is for backup and failsafe
purposes, these users right now do not want to switch to exchange
because
they fear failure is destined on the exchange server.  They want to be
able
to fall back to the hosting provider they already pay for incase
exchange
goes down.  They also do not have an exchange admin, but they do have
the
hardware and bandwidth in place. Since the pop3 is so cheap they don't
mind
paying them for this type of backup and service until they feel they can
manage exchange.

However they are interested in exchange because they want to be able to
share calendars and inbox's etc, which means using exchange.


So what will happen right now with the current setup is their pop3 and
exchange accounts will all have the same exact email except for any
emails
sent from outlook via exchange to another user in the company.  This
mail
sees the smtp address in AD and sends the mail to the storage group.  So
if
exchange fails and they have to temporarily switch profiles to pop3 they
will be missing all the emails the users sent to each other.

Can anyone think of any solution to this problem, or am I nuts for even
trying.


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