IPhone loses position in playlist

I have a playlist that I'd like to plow through from beginning to end, but my iPhone keeps losing its place in the playlist. I've found that turning it off and back on will do it, and I suspect that it may do it other times. The list order is correct in iTunes and on the iPhone, called 'Random MP3s'.
Anyone else notice this and have you found a workaround?

Ha. I guess that could use some explanation. I've been unhappy with the random shuffle + the phone losing its position, as songs can end up playing several times. I'm not sure how this happens, but it does.
So I created a randomized playlist and imported it into iTunes. I then play sequentially through the list so that I don't get repeats along the way. Therefore the 'Random MP3s' playlist name and aggravation of it losing its place.
Thanks for the info on syncing being the other cause. I can at least jot down which song I'm on before doing a sync or off/on so I can figure out where I was (though that causes yet another aggravation trying to find the song in a long list). Sigh.

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