okay I feel like I'm doing something stupid here. I've got an iPod classic 160GB, full of songs and custom playlists. If I connect it, it shows up as iPod 2 (phone is iPod 1) and I can quickly and easily navigate anywhere on the iPod - except if I click any playlist, artist, or whatever - it just takes me down levels until I select a song, and then it just plays that song and that song alone on endless repeat.

How do I start a playlist off the iPod? I mean, it sees the playlists and even lets me select the song, but then it only plays that song and not the whole playlist. Help appreciated.

okay I feel like I'm doing something stupid here. I've got an iPod classic 160GB, full of songs and custom playlists. If I connect it, it shows up as iPod 2 (phone is iPod 1) and I can quickly and easily navigate anywhere on the iPod - except if I click any playlist, artist, or whatever - it just takes me down levels until I select a song, and then it just plays that song and that song alone on endless repeat.

How do I start a playlist off the iPod? I mean, it sees the playlists and even lets me select the song, but then it only plays that song and not the whole playlist. Help appreciated.

Try turning repeat off on your iPod. I believe is on iTunes

With the song playing, press "Func." to the right of the blue time bar to get to the Shuffle (crossing zigzag arrow), Repeat (oval arrow), etc. buttons. If there is a little 1 by the repeat, you have it set to repeat just the one song.