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-   -   OE and Secure SMTP through F5 BigIP Load Balancer... (http://www.outlookbanter.com/outlook-express/22127-oe-secure-smtp-through-f5.html)

jose fontes July 28th 06 10:23 AM

OE and Secure SMTP through F5 BigIP Load Balancer...
 
hi
escreveu na mensagem
oups.com...
Hello...

I am trying to configure Outlook Express to use port 25 and SSL to send
mail through my smtp server(s), which are load balanced behind an F5
BigIP 6400 device. When I have the SSL certificate installed on the
BigIP, OE cannot send mail through port 25 with SSL. If I configure
both OE and the BigIP to use port 465, it works fine. Also, if I do
not terminate the SSL session on the BigIP and install the certificate
on the server itself, I can send mail via port 25.

To confuse matters even further, other mail clients work just fine when
the certificate is on the BigIP and I am using port 25 (the full
Outlook client configured as a POP client and Mozilla Thunderbird are 2
that work).

F5 does not believe this is an issue with their device, since other
mail clients work fine and they state that they do not even see the OE
client making an SSL request to the BigIP device when they look at
network traffic dumps.

Has anyone out there ever seen or heard of an issue similar to this? I
have been banging my head against the wall for a couple of weeks now,
and it is starting to hurt!

Note: I do have the OE client configured correctly for secure
smtp....and I have tried this from several different workstations....
Thanks!

Chris








[email protected] July 28th 06 05:00 PM

OE and Secure SMTP through F5 BigIP Load Balancer...
 
Hello...

I am trying to configure Outlook Express to use port 25 and SSL to send
mail through my smtp server(s), which are load balanced behind an F5
BigIP 6400 device. When I have the SSL certificate installed on the
BigIP, OE cannot send mail through port 25 with SSL. If I configure
both OE and the BigIP to use port 465, it works fine. Also, if I do
not terminate the SSL session on the BigIP and install the certificate
on the server itself, I can send mail via port 25.

To confuse matters even further, other mail clients work just fine when
the certificate is on the BigIP and I am using port 25 (the full
Outlook client configured as a POP client and Mozilla Thunderbird are 2
that work).

F5 does not believe this is an issue with their device, since other
mail clients work fine and they state that they do not even see the OE
client making an SSL request to the BigIP device when they look at
network traffic dumps.

Has anyone out there ever seen or heard of an issue similar to this? I
have been banging my head against the wall for a couple of weeks now,
and it is starting to hurt!

Note: I do have the OE client configured correctly for secure
smtp....and I have tried this from several different workstations....
Thanks!

Chris


N. Miller July 28th 06 08:16 PM

OE and Secure SMTP through F5 BigIP Load Balancer...
 
On 28 Jul 2006 08:00:15 -0700, wrote:

Hello...

I am trying to configure Outlook Express to use port 25 and SSL to send
mail through my smtp server(s), which are load balanced behind an F5
BigIP 6400 device. When I have the SSL certificate installed on the
BigIP, OE cannot send mail through port 25 with SSL. If I configure
both OE and the BigIP to use port 465, it works fine. Also, if I do
not terminate the SSL session on the BigIP and install the certificate
on the server itself, I can send mail via port 25.

To confuse matters even further, other mail clients work just fine when
the certificate is on the BigIP and I am using port 25 (the full
Outlook client configured as a POP client and Mozilla Thunderbird are 2
that work).

F5 does not believe this is an issue with their device, since other
mail clients work fine and they state that they do not even see the OE
client making an SSL request to the BigIP device when they look at
network traffic dumps.

Has anyone out there ever seen or heard of an issue similar to this? I
have been banging my head against the wall for a couple of weeks now,
and it is starting to hurt!

Note: I do have the OE client configured correctly for secure
smtp....and I have tried this from several different workstations....
Thanks!


It works using port 465? Why not just leave it set to use port 465? That
is a defined "Message Submission" port. Port 25 is just intended for
"Message Transfer". I don't see it "writ in stone" anywhere that a mail
client _must_ use port 25 for message submission.

If you were visiting with me, and trying to use my Internet connection
to send email, you would find port 25 blocked anyway (AT&T Yahoo! HSI
policy); no, I would _not_ let you have _my_ log in and password so you
could access the AT&T Yahoo! HSI mail servers. Use port 465 and you can
access your BigIP mail servers.

--
Norman
~Oh Lord, why have you come
~To Konnyu, with the Lion and the Drum

izabel July 28th 06 09:44 PM

OE and Secure SMTP through F5 BigIP Load Balancer...
 

wrote in message
oups.com...
Hello...

I am trying to configure Outlook Express to use port 25 and SSL to send
mail through my smtp server(s), which are load balanced behind an F5
BigIP 6400 device. When I have the SSL certificate installed on the
BigIP, OE cannot send mail through port 25 with SSL. If I configure
both OE and the BigIP to use port 465, it works fine. Also, if I do
not terminate the SSL session on the BigIP and install the certificate
on the server itself, I can send mail via port 25.

To confuse matters even further, other mail clients work just fine when
the certificate is on the BigIP and I am using port 25 (the full
Outlook client configured as a POP client and Mozilla Thunderbird are 2
that work).

F5 does not believe this is an issue with their device, since other
mail clients work fine and they state that they do not even see the OE
client making an SSL request to the BigIP device when they look at
network traffic dumps.

Has anyone out there ever seen or heard of an issue similar to this? I
have been banging my head against the wall for a couple of weeks now,
and it is starting to hurt!

Note: I do have the OE client configured correctly for secure
smtp....and I have tried this from several different workstations....
Thanks!

Chris





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