I'm going to answer my own question here as I appear to have figured it out.
Once you download a file from your computer to your iPad using iTunes, it won't download the same file again automatically. It appears as though you need to click the ADD button again in iTunes and pick the same file again. You'll be asked to confirm you want to overlay the original file. Confirm and then it downloads.
I assumed once it was listed, it would download each time automatically. It doesn't (and that is actually a GOOD thing).
I have installed a data base on the ipad. Then I worked on the master copy data base on the computer. Now I want to update or lay over or install the updared file on the ipad. I tried what was mentioned above, but I did not get the message to over lay the old data base on the ipad. Any ideas?