This is pointed to all you true Linux experts out there. I have been trying to get SMTP authorization set up for sendmail on a Debian Linux server and keep hitting a brick wall.

I've been able to open the server for relaying from anywhere on the internet, but unable to get AUTH set up or even Drac (POP-before-SMTP).

I've also tried switching to Postfix for POP-before-SMTP and followed an entire tutorial on how to configure this with no success.

If someone can help me get this set up properly so my users can freely roam the country without discovering and changing their SMTP server in Outlook I would be willing to send someone $50 through Paypal.

This is a very serious request.

Please post here if you're interested. Ideally, I would need help tonight after 7pm CST, but Wednesday afternoon after 1:30 CST is good, too.

SMTP-AUTH on sendmail is not easily done. Sendmail by default treats the mail submission port the same as the SMTP port (which is a big problem!). If you spend the time to custom hack a sendmail config file, it *can* be made to work, but then you get to do it again the next time you upgrade sendmail.

Recommend that you use a true SMTP-AUTH with mail submission port setup as pop before smtp is not a good solution. When it was the only solution many people implemented it. However, we now have a REAL solution I haven't tried setting up SMTP-AUTH on postfix, but it's got to be easier than sendmail!

That's what I've heard as well so I'm expecting whoever helps me will recommend switching to Postfix, which I have no problem with.

Just gotta find a way to get it working with SMTP-AUTH.

Take a look at qmail - it is a much more secure smtp server and also supports auth:
http://www.qmail.org
http://www.fehcom.de/qmail/smtpauth.html
http://qmailrocks.org/