Make sure that the machine isn't running an antivirus that hijacks
port 25. Some antiviruses hijack port 25 to scan outgoing mail. This
causes SSL connections to fail due to man in the middle.

E

On 7/6/07, Dan McAllister <[EMAIL PROTECTED]> wrote:
I am having a similar problem -- but with a twist...

My system is setup to receive SMTP messages with or without encryption
on port 25. It will receive messages only for my hosted domains (2)
unless there is a login, or unless the connection is on the local LAN
(and within a subnet) -- i.e. I am not an open relay!.

As I do not generally support passwords being sent over the Internet
un-encrypted, all my users use SSL connections & login to the SMTP
server (I have digital certificates for each domain).

I have multiple users at multiple sites using a multitude different
clients, including: OE 5 & 6, Outlook 2000, 2002, 2003, & 2007,
Thunderbird 1.x & 2.x, Eudora, and Entourage. All worked fine until a
new employee came along...

This employee uses Outlook 2000 on his laptop. He takes the laptop to &
from work every day (HIS work is not on our LAN -- he's in a remote office)
 - While at work, his email works fine (the ISP at the office is via FDN
DSL -- FDN is a CLEC)
 - While at home, his email gives him the "your server does not support
SSL" error ( the ISP at home is Verizon DSL -- Verizon is the ILEC)

Same laptop, same settings, both sites are providing nothing but NAT for
"firewall" settings -- but with different results.

Anyone with a clue even where to start? (I thought about Verizon
possibly redirecting port 25 traffic, so I forced him to another port
(and redirected it to my SMTP port) -- but that had no effect. Could
this be an issue with Outlook 2000???

I am anxious to hear any ideas

Thanks in advance for your assistance, one and all!

Dan McAllister
IT4SOHO, LLC



dnk wrote:
>
>
> On 7/5/07, *dnk* <[EMAIL PROTECTED]
> <mailto:[EMAIL PROTECTED]>> wrote:
>
>     Hi there, I am not sure (yet) if this is a toaster issue or not,
>     but it seems any users I have on outlook have an issue with their
>     outbound email sitting in the outbox. Even with sending and
>     receiving.... This only seems to happen on a toaster when the
>     client is Outlook. If I connect using a different mail client -
>     all works good. But on the same note - if the same outlook client
>     connects to another (non toaster) mail server - all is ok. On
>     occasion, I will get an error about how my mail server does not
>     support SSL (even though it does and the services are on). I
>     double checked the logs, and nothing seems odd in there. Next time
>     i get the actual error (not consistent) I will post it....
>
>     d
>
>
>
> Ok, I just got the error:
>
> You outgoing (smtp ) server does not support ssl-secured
> connections.If SSL-secured connections have worked in the past,
> contact your server administrator.
>
>
> The server is being used by other ssl enabled clients.....
>
>

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