Is there a way to auto sync playlists while manually managing your music?

I used to use WMP11 before I bought an iPod and used iTunes, and in that I was able to auto sync playlists to my Samsung dap, as well as being able to manually drag tracks/albums to it.
Since using iTunes, I have found it is not as accessible in this regard. Of course, you can opt to manually manage your music, but if you do this, it does not auto sync any info. This means that if I drag a playlist to my iPod and alter it at a later stage by adding more tracks, it won't alter it on the iPod unless I manually replace it with the amended one. It also means that any ratings that I set on my iPod do NOT get transfered to the tracks in iTunes when connected.
What I have done is set a playlist called 'iPod Tracks' in iTunes, and have dragged any extra albums to my iPod using that, as well as the smart playlist 'Top Tracks'. But the disadvantage of this is, if I drag a few songs from an album into my 'iPod Tracks' playlist, then later decide I want the whole album and drag that over, I end up with two of the same tracks in the playlist, which makes it look very untidy (although I am aware only one of each track will be on the iPod) so it is not ideal.
Surely there must be a way to auto sync playlists so that when you amend them in iTunes it does so on the iPod too, as well as manually drag over any extra tracks/albums you want without having a messy playlist work-around like I have done.
Any help/ideas?
Thanks in advance.

There is no way to sync content back to itunes. As you are aware there are a couple of unsupported ways to recover your content, you will need to decide if your content is valuable enough to go down this route.
If so and you are not comfortable with the procedures, I suggest taking the unit to a data recovery specialist with mac experience.

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