Mike,
Yep, those are really, really old. In addition, you are missing the tle-new.txt file which has the newest launches. That should be one of the options in the update window from the Celestrak server, or you can add it in manually as discussed earlier. Even if you had current versions of the ones you do have, you would not have the latest launches.
Look at the bottom of the Satellite window. It will give you the path and date of the files the program is using. Click on the various data files, and look what the date is. If your update is working, they should be current dates. If they are, then you were looking in the wrong directory, and you can go ahead and delete them. Note that there are more than one Kepler directories created by the program, and different versions put them in different places. Only one is the "active" Kep directory.
It the ones show in the Satellite window are the old files, then there is a problem with your update. When you do that, it should give a message confirming successful update. If not, it will time out with an error message.
Let us know what you find.
Alan WA4SCA