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This setup is designed to help people having trouble getting Eudora to accept SSL Certificates. This is an "alternate" to the standard Eudora Setup, contained in the smtp/pop guide. Please read that document thoroughly before using this alternate how-to.
For PCs running Windows 95/98/ME/NT 4.0/2000/XP:
To use Secure Sockets when Receiving messages:
Go to Tools->Options, and choose the "Checking Mail" item from the column on the left.
In the section "Secure Sockets when Receiving", choose "Required, Alternate Port; If Available Start TLS, or Required, Start TLS" from the dropdown list, then click "OK".
To use Secure Sockets when Sending messages:
Go to Tools->Options, and choose the "Sending Mail" item from the column on the left.
In the section "Secure Sockets when Sending", choose "Required, Alternate Port; If Available Start TLS, or Required, Start TLS" from the dropdown list, then click "OK".
The first time you try to use Eudora with SSL features, you will likely receive an error message similar to the following:
"SSL Negotiation Failed: Certificate Error: Cert Chain not trusted. Try adding this certificate database for SSL to succeed. Unknown certificate chain validation error..."
This is normal. To deal with it:
Go to Tools->Options, and choose "Checking Mail" &/or "Sending Mail" items, as appropriate, and click on "Last SSL Info". You should see info about the last failed attempt between your Eudora and the Cotse server.
Click on "Certificate Information Manager". In the "Server Certificates" section at the top of the screen, you should see the server certificate involved with a skull image to the left of it; you may click on the "View Certificate Details" for further info if you wish. With the server certificate highlighted, click on the "Add to Trusted" button. Then click on "Done".
The next time you try to use Eudora to receive/send messages, using SSL, it should work OK.
For Macs running MacOS 8.x-9.x:
To use SSL in Eudora for Macs, you must have Apple's "Keychain" installed on your computer. (Note: Eudora's SSL feature is not yet supported under Mac OSX.)
From Eudora's menubar, choose Special->Settings…
Scroll down to/select the SSL item; a dialog box appears.
In the Personalities field, choose the desired personality from the popup menu (generally this will be "Dominant").
In the SSL for POP field, choose "Required, Alternate Port; If Available Start TLS, or Required, Start TLS" from the popup menu. (This assumes that you have configured Eudora to use the POP protocol, which is the default.)
In the SSL for SMTP field, choose "Required, Alternate Port; If Available Start TLS, or Required, Start TLS" from the popup menu.
At this point, if you try to Check Mail (File->Check Mail, or command-key plus "m"), you'll get the a message:
Click on "Open".
You'll get another message:
Click on "Add to keychain", then "OK", and in the next box, click on "Done". The certificate has been added to your keychain.
Make sure to lock your keychain, and exit the Keychain Access control panel.
You should now be able to send/receive messages securely between your computer and the Cotse server using Eudora & SSL.
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