Hang on, you start off, seemingly saying that "Manually..." option is not checked, then say that you manually transfer. Which is it? If it isn't checked, how are you manually transferring? As that's how I used to have my device, before the beta broke it. Syncing music/video/podcasts in the way I mentioned earlier now seems broken, as on my device, in Finder, it's not seeing anything in my library now. I have to use the Files method I mentioned, and put stuff into VLC instead. For music, I have Apple Music, so that's not an issue for me, but I heavily rely on using iTunes for TV/Films (or now Apple TV app).
It's not working here, and hasn't since Beta 1. Dragging over the iPhone/iPad doesn't highlight the device, and then letting go on it does nothing, both in the Music & TV app.