Pretty Good Year, The Chorallaries of MIT (covering Tori Amos). The best link I could find is to some compilation CD, it's track 17.
Happy New Year from Rent, I guess. I really like it, but it's a bit plotty for a playlist.
New Year, Raining Jane. I heard a Winterbloom cover of this and fell in love with it. "All I know for certain is nothing's meant to last." The Winterbloom version doesn't seem to be anywhere, but the original is also great.
Paralytic States, Against Me! I'm actually pretty into Against Me!, which suggests that I should listen to more punkier stuff or something. Or that I should catch them when they're in town in February.