I finally figured out what was up with Plex Media Server not showing the 'Server' tab so I could configure it or update media on it. After uninstalling/installing multiple different versions, I stumbled across this Plex.tv support page. it recommends editiong the registry on windows or editing a preference file on Mac and Linux. I had started thinking about there being a preference file somewhere but wouldn't have found it without this page. Instead of editing the file, I deleted the entire directory and did a fresh install. Somehow I am still logged in but all of the menu options are now available so I was able to tell it to look for new media. Don't know why but I got the latest version and it is already telling me there is an update though.
Happy New Year from all of us at the DOH! Network.