Neil Young - Birds
Tortoise & Bonnie Prince Billy - On My Own
Firehose - In Memory Of Elizabeth Cotton
The Cryin' Shames - Please Stay (this will tear your fucking insides out)
Syd Barrett - Dark Globe
Spiritualized - Feel So Sad (Glides and Chimes)
Elvis Costello - All This Useless Beauty
Fugazi - Long Distance Runner

House On The Hill by Kevin Coyne

Cat Power - Metal Heart

Joel Phelps has some great ones. "Hope's Hit" from the truly fine 3 may work. (I'd never heard him before, but catching this on college radio blew my mind. When the DJ didn't backannounce it, I called to find out what he'd played. Thus began my JRLP/SKWM fixation.)

Also, Joel's cover of TVZ's "Flying Shoes" is a stunner, and might fit your mix. It's on the bonus disc for Customs.

"Sad Song" from Lou Reed's Berlin album. Actually, anything from the Berlin album.

Also, "Wouldn't You Miss Me" by Syd Barrett.

Richard Thompson - Beeswing, Sights And Sounds Of London Town
Daniel Johnston - Walking The Cow, Surely You Don't Work All NIght, Some Things Last A Long Time, Museum Of Love

Maurice wrote:Joel Phelps has some great ones. "Hope's Hit" from the truly fine 3 may work. (I'd never heard him before, but catching this on college radio blew my mind. When the DJ didn't backannounce it, I called to find out what he'd played. Thus began my JRLP/SKWM fixation.)

Also, Joel's cover of TVZ's "Flying Shoes" is a stunner, and might fit your mix. It's on the bonus disc for Customs.

Yeah! Also "From Up Here" which I think is also on Customs.

Catpower also does a great cover of Smog's "Bathysphere."

TV on The Radio - "Blind"

June of 44 - "Sink is Busted"

Minutemen - "Beacon Sighted Through Fog" & "The Anchor"

Shannon by Henry Gross. Coincidentally, He and Carl Wilson both had Irish Setters named Shannon. Carl related the story of how his dog died when it was hit by a car. Later, Henry put on an "environments" lp of ocean sounds and sat on the bed w/ his dog Shannon and wrote a song about how it would feel if his own dog died. Instant tear jerker.

Fiona Apple - 'parting gift'

shellac - the idea of north (so beutiful, this song)
deus - sister dew (of the album the ideal crash)
cinematic orchestra - all that you give
jackie-o motherfucker - beautiful september (im waffling here as it's more calm and mellow than sad... but nostalgic, quiet and minal for sure)
dirty three - horse
mad season - long gone day (i don't care if i will get shit for that one. it's a great song)
seam - rafael, berelitz, broken bones... (get the entire are you driving me crazy. it's a great record)
talking heads - listening wind

not so quiet, but still sad:
mudhoney - broken hands
sonic youth - jc
portishead - sour times (off nyc roseland live. NOT the studio version)