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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