How to tell Eudora 5.1 to use SSL

This was adapted from here. It has been tested and amended a few times.

  1. Select Tools -- Options -- Checking Mail.
  2. Ensure that under "Mail Server:" you have "yip.org". If it is set to pi.yip.org, mail.yip.org, or anything other than yip.org, this won't work.
  3. Under "Secure Sockets when Receiving", change the option to "Required, Alternate Port" and then click on "OK".
  4. Select the "Incoming Mail" category.
  5. Set the "Server configuration" to POP3. This step is necessary to work around a bug.
  6. Check your mail. This will try to use SSL and should produce an error.
  7. Go again to Tools -- Options -- Checking Mail and click on "Last SSL Info", and then "Certificate Information Manager".
  8. You should see a Server Certificate called "CA, Ontario, Toronto, YIP...". Click once on this, and then on the button "Add To Trusted". When this is finished, click on "Done".
  9. You should now be back to the "SSL Connection Information Manager". Click on "OK".
  10. Welcome back to the "Options" page. Select the "Incoming Mail" category.
  11. Set the "Server configuration" to IMAP. The latest version of Eudora (version 5.1, in light mode) doesn't work well with SSL and POP with yip.org.
  12. (optional) Put /var/mail/youryipusername in the "IMAP Mailbox Location Prefix".
  13. Click away your cares using the "OK" button.

For those that are interested, the bug is that Eudora won't try to negotiate an SSL connection at all if it doesn't already have a certificate for the mail server in question. POP3 with SSL works with yip.org, but is horribly, unexplainably slow.

If anyone still has trouble with this, please please please let support at yip dot org know. We can't find solutions to problems unless we know about them.

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