Import Playlist to iPad

I must admit, I find iTune truly confusing.
a) I exported a Playlist form my iMac to the Desktop, and Imported to my iPad. It is seen in the iPad Device listing. It Synced for quite awhile, so it did something. This playlist does not appear ON the iPad however. I don't understand why ? I used to be able to drag/drop a copy form the PC listing to the iPad Device, but don't seem to be able to display both those things at the same time any more in latest iTunes.
b) Why do I keep getting all these gray/ghost copies of the same songs ??? What are they ? Why doesn't it just show one copy of a song ? When do you want to see these ghosts ???? Why isn't there some easy way to clean these out ?
c) Why, when I copy an album from the PC to the iPad, does it randomly, not copy a track or two ???? I go and look and it copied 10 of 12 tracks from an album ???
It just seems to me it way more complicated than it ought to be..........

Yes metadata will remain in the photos. The photo App will look at the capture date and sort the photos accordingly. Other apps might do more with the metadata.
The photos are optimized before they are synced through iTunes. They usually end up at 2048 pixel resolution (to allow zooming in). These files are aprox 600-800 kb.
How much space you have on your iPad depends on how many apps you have installed, how many songs and videos and other data. To stay on the safe side, let's assume you have about 20 gb free space available. That would allow you to keep at least 25,000 photos on your iPad.

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