Here's the solution!
Okay, since I know other people are reading this and could possibly run into the same issue, I wanted to post what the solution was for my problem. Every time I went to sync the iPad, across the top of iTunes on my Mac it would show one App that wouldn't be able to sync. I never paid much attention to it since it was something that my husband put on there and I could care less if it was on there. However, once I removed ALL the Apps and chose NOT to sync them on my first sync, everything else I wanted to sync did sync. So, there seems to have been an App that was causing all the rest of the content in iTunes not to sync.
Thanks again to all for your suggestions. Glad I finally just picked up the phone and made the call to Apple support. They are great!