This might not be the correct location for this question, but since it happens on my iPhone4 I thought i'd ask here. So, I buy a particular song on iTunes using my iPhone4. I decide I'd like that song added to a playlist already on my iPhone. iOS now allows you to do that on the device. The problem is, when I sync the iPhone via iTunes, the song is no longer in the playlist found on iTunes. It transfers the song to my music library, but it doesn't add it to the same playlist I added it to on the phone. In other words, I have a playlist on iTunes titled "Running" I add all my workout music to this playlist...then I have iTunes setup to sync that particular playlist whenever my iPhone is connected. Then I buy a workout song using my iPhone...add it to the "Running" playlist on my iPhone....no problems. Then, when I sync the phone with iTunes again....the song gets transferred to iTunes music library, it stays on my iPhone, but it is now no longer in the playlist because the iTunes playlist never had the song added to it. Thoughts?