The minimum Windows version that supports the recommended settings seems to be 5.1. If you have an older Eudora, you'll need to either upgrade to a more recent version, or to a better e-mail program.

Eudora has a very limited list of SSL certificates it trusts, and needs to have another entry added. So before configuring Eudora to use the settings shown below, you'll need to copy this file: usercerts.p7b, into the folder on your computer where a file named eudora.ini resides. You may have to search your harddisk to determine where this should go.

In the examples below, you'll obviously want to replace the "barryp" with your own medicine.nodak.edu userid.

From the main Eudora menu, select Tools/Options ...

In the Options dialog box that pops up, select the Sending Mail category, and alter the settings to be similar to what's shown below.

There's also a Checking Mail category that needs some adjustments.

Click OK when finished, and test by sending yourself a message, and making sure it comes back to your inbox.