Lemme see if I grok this.

I have shuffle mode on (least recently played), no repeat mode. Next, I press down three times and shuffle the whole enchilada. I'm now on playlist entry 1, and it's playing. I let it go for 5 seconds. I go back one track. It cues up at 0:00 on entry 1 and starts playing again.

This time I let it go for 1 second. Again I go back one track. This time it cues up at 0:00 on the last entry (not the first) and starts playing. The difference is probably intended behavior, yes/no?

Now I go forward one track. It cues up PAUSED at 0:00 on entry 1 plus "End of playlist" is displayed. Only I'm really at the start of the playlist, not the end.

However, I initiated the repeat, not the player. For that reason, perhaps this could be intended behavior as well.

Some subtle shades of usability at work here, methinks. You see that throughout the player UI. I dunno, right now I kinda like it. But if it's not your thing ... hmm, maybe there's a way to make it user-modifiable.