smtp via ssl

From: somedumbguy (spamspammity_at_nodomain.com)
Date: 06/16/04 

Date: Wed, 16 Jun 2004 16:56:45 -0500

I just switched from cable to DSL and am having some problems with my
outgoing mail. I think it may be a certificate problem, but I don't know how
to fix it.

Here's the deal:

Entourage 2004 on my PowerBook. I use this computer at both home and work.
When I set up my DSL last night, I found out that BellSouth now blocks
traffic on port 25, so I can't access my work SMTP server. No problem,
because I can just use the BellSouth SMTP server. Except for the fact that,
when I get to work, I can no longer access the BellSouth SMTP server, and I
have to switch back. Long story short, it seems that I'll have to switch
SMTP servers whenever I go from home to work, or vice versa.

Or so I thought. It seems that I can access my work SMTP server through an
alternate port as long as I'm using SSL. So... I went to account settings,
clicked on advanced options, checked the box to use SSL, checked the box to
use an alternate port, and specified the port to use (465). The problem is
that, when I send mail, it just hangs until it ultimately times out. I
configured Eudora as above and tried the same thing. The first time through,
it popped up a warning window about need a certain certificate, and asked
permission to add it to the keychain. Once I agreed, it started working
perfectly from Eudora.

Any idea why this won't work in Entourage???

Do you think it's possible that I'm getting a similar certificate-related
message from the server, but Entourage is failing to pop up a window through
which I can deal with it? It seems like that would result in an apparent
until it ultimately times out.

Any other suggestions? And, most importantly, how might I fix this???

Relevant Pages

  • RE: Error after renewing SSL certificate
    ... Anyhow, to answer your question, I imported the certificate via IIS ... I am running exchange 2003. ... After I renewed our SSL certificate and imported into our Exchange ... The error i am getting on our SMTP server is ...
    (microsoft.public.exchange.admin)
  • Re: SMTP Relaying
    ... which the client uses to verify the SMTP server ... if the clients don't have a valid certificate, ... MCSE 2000, 2003, CISSP, Security+, Network+, Server+ ...
    (microsoft.public.inetserver.iis.smtp_nntp)
  • SmtpClient not accepting self-signed certificate
    ... Sending eMails without authentication works fine, however, if use my personal SMTP server which requires STARTTLS, the sending process causes an exception, saying ... "The remote certificate is invalid according to the validation ... The SMTP server in question uses a self-signed SSL certification, which I think is the problem here. ...
    (microsoft.public.dotnet.framework)
  • RE: Error after renewing SSL certificate
    ... Now I am getting a new error on the other smtp server: ... it looks like it was still doing something with the old certificate that ... I also ran the SSLDiag tool from Microsoft on the exchange box and I ... After I renewed our SSL certificate and imported into our Exchange ...
    (microsoft.public.exchange.admin)
  • Where account info is stored, create script for easily changing SMTP settings
    ... I'm using Outlook 2003 on Windows XP Pro, SP1 on a Dell Inspiron 5150 ... I have to use Cox's SMTP server to send all email. ... switch from home and away, I have to change my SMTP settings on each ...
    (microsoft.public.outlook)