Outlook fails to provide SMTP Authentication

Posted on 2002-05-30
Last Modified: 2010-04-08
In order to prevent non-authorized users to
use our companies SMTP server, and to allow
remote company employees to use the SMTP server,
we now require the SMTP server to authenticate
a user before sending the requested e-mail.

Weird thing is that from Outlook 2000, the authentication
always fails. However, using the same user/password
for authentication Outlook Express can authenticate
and send via the SMTP server.

Obviously, having gotten set up using Outlook, I
would like to keep using it (and not Outlook Express).

Anybody have any ideas? I am fairly certain I have
the client configured correctly, since you do
basically the same things from both clients (and
it works in one).

Please ask if you need more details.
Question by:tgoetze
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LVL 16

Expert Comment

ID: 7046761
I will need more details on how you setup the account to do authentication and what the smtp server will accept.  If this is something you can't post then my wild guess is that the secure password authentication box is checked and causing it to fail.

Author Comment

ID: 7047462
The secure password authentication is NOT checked on both Outlook and Outlook Express--but it only works on Outlook Express.

I'll see if I can get more details about how the SMTP server was enabled for authentication via the new account.

Another interesting piece is that if I login to the domain in which the SMTP server lives (like when I am in the office), then Outlook 2000 works okay. However, if I am not logged into the domain (like when I am at home, or at a customer site), then Outlook fails authentication.

And when in the office, it is still required to supply the smtp server user/password for authentication.

Author Comment

ID: 7047505
More details about the server's authentication.
The server is the default SMTP server that comes with IIS on Win2k. The Win2k version is 5.00.2195 with SP2.

One new user was created (for all users to use for authentication) using a standard Windows user (i.e. LDAP account). Authentication is set to use Windows authentication.

Does this help? Any more details needed?
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Author Comment

ID: 7047509
Oops, we've just found a case where it looks like Outlook Express is not working for someone from the WinXP platform.

Maybe this should really be an SMTP question (and not specific to an Outlook message board)? But since it is here, I'll certainly keep looking for possible answers.


Author Comment

ID: 7047835
A change to the SMTP configuration has solved our problem.
LVL 16

Expert Comment

ID: 7048118
What was changed?

Author Comment

ID: 7048266
We were using Windows Authentication. We changed to plain text and now it works.

Still don't know why, but since it is working, I'll go with it.
LVL 44

Expert Comment

ID: 7345857
Hello tgoetze

this question is open for more then 2 months
time to clean up
if not stated otherwise

my recom will be
-PAQ and refund
-this will be finalized by an EE Moderator
-with no further update (25.10.2002)


posted by ToolzEE v1.0

Accepted Solution

Jgould earned 0 total points
ID: 7374914
Question has been closed as per recommendation

JGould-EE Moderator

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