- "Amy Hit The Atmosphere". The original version overlaps with Nightmare Fuel, it's so horribly dark and edgy.
- "Round Here". It starts with a solemn guitar riff which leads into a story about a man wanted to fall in love with a girl, but this particular girl having severe mental problems, intertwining with themes of monotony in daily life and self-reflection. And oh god...That last verse.
I, I can't see nothing, nothing round here
You catch me if I'm falling, you catch me if I'm falling
Will you catch me? Cause I'm falling down on you
I said I'm under the gun round here
Oh man, I said I'm under the gun round here
Well I can't see nothing, nothing round here
- The song "Another Horsedreamer's Blues", especially the line "So she takes her pills/careful and round/and one day she's gonna throw the whole bottle down". Adam Duritz is so good at channeling feelings of hopelessness into his listeners.
- Also, the song "Raining in Baltimore".
- The Across a Wire versions of "Mr. Jones" and "Anna Begins" could, too.
- Just take a listen here, to this live rendition of "Anna Begins".
- "Big Yellow Taxi" (originally by Joni Mitchell) and "Long December" qualify for many.
- "Colorblind" is so tear jerking that it sends chills of sadness down your spine. The melancholy insistence of "I am fine" at the end sounds so hopeless and forced that it makes everything worse.
- The added lines during live performances of "Miami":
If you knew everything
If you could see anything
Before it happens
What would you do?
If you knew that the love you threw away
Meant everything to her
If you knew this would ruin her
What would you do?
- "Miller's Angels", particularly the coda ("leave me, leave me, leave me, leave me alone").
Tear Jerker / Counting Crows
Almost every song this alternative rock band puts out is incredibly sad.