Plain-Text Configuratin for Eudora for Windows
Eudora is a little different than any of the other the clients because
it is just a little bit quirky. To get this to work it will require a
little editing of the Eudora.ini file. Just be warned it is not as
trivial as just a few settings.
First open up eudora and you will get this screen. Find the Tools
menu then find the Options... and select it.

Once you open your options, fill in your SMTP Server (Outgoing) to
read, smtp.cs.umd.edu and select the Allow authentication. Also
fill in your logon name as your username if you have not already done so.

Next scroll down to the Sending Mail option and select it. Make
sure that you have the Allow authentication and that for the Secure
Sockets when Sending option you have selected Required, STARTTLS.

Now close the options and compose a new message to yourself. We
need to do this to get to the ssl preferences. Send the message
and you should get a error like this one at the bottom of the main
window.

Now that the SSL Negotiation has failed you need to go back to to the
Tools->Options... menu. And back to the Sending Mail options.
Find the button Last SSL Info and press it.

You should now get a window like this, You should see that the
Negotiation Status field has said that it Failed. Continue on and
press the Certificate Information Manager button.

Expand the US, Maryland, College Park Server Certificate and highlight
each certificate and press the button Add To Trusted. So each of the
certificates should show up under the User Trusted Certificates.

They should show up just like this. Then you can press done and close
the other ssl window then the options window.

Next close eudora down (all of it). We need to find notepad, this
exists in Start -> Program Files -> Accessories -> Notepad.

Open up Notepad and next we are going to have to find your eudora.ini
file. This can be located in a number of places depending on your
OS and setup. For more information on where to find your
eudora.ini file, please consult the Eudora.ini help site.
However in the case of Windows 2000/XP it will be in your
%userprofile%\Application Data\Qualcomm\Eudora
directory. If you have any problems use the Search option and
search for your eudora.ini file and then open it in notepad. Then
put in the line that is highlighted,
SMTPAuthBanished="CRAM-MD5"

Then save the file and close notepad. You should now be able to
send mail through Eudora. Please note, that it will ask you for a
password and that password which for sending you mail will be your CS
Kerberos5 password. But since Eudora is a little dumb your
password for your IMAP/POP account will have to be the same as your CS
Kerberos5 password. So they have to be kept in sync, but since we
are currently not using the CS Kerberos5 password as your normal UNIX
login password (we will in the future) that you will have to make sure
both of them are the same.