One Hundred Songs

I have just under 15,000 songs in my iTunes library. I've attempted to cull the top 100 songs into the greatest playlist known to mankind. Here it is:

Isolation : John Lennon
Black Eye : Uncle Tupelo
Catch You Alive : Damnations TX
You and Your Sister : Chris Bell
The Way : Bonnie "Prince" Billy
Big Brown Eyes : Old 97's
4am : Richard Buckner
Two Hearts : The Jayhawks
Formula, Cola, Dollar Draft : Marah
Black : Okkervil River
Norwegian Wood : The Beatles
Troublesome Kind : Tim Easton
Poncho & Lefty : Townes Van Zandt
Wrong 'Em Boyo : The Clash
The Lucky One : Freedy Johnston
Powderfinger : Neil Young
Fuel : Damian Jurado
Backstreets : Bruce Springsteen
Via Chicago : Wilco
Lost Cause : Beck
Return of the Grievous Angel : Gram Parsons
Triggers and Trash Heaps : Centro-matic
Violence in the Snowy Fields : Dolorean
Bled White : Elliott Smith
Lip Service : Elvis Costello
Tear Stained Eye : Son Volt
Just Like Tom Thumb's Blues : Bob Dylan
Impossible Germany : Wilco
Waitin' for a Superman : The Flaming Lips
Rise : Josh Rouse
Long Gone Lonesome Blues : Hank Williams
Jackson : Lucinda Williams
Right Moves : Josh Ritter
Trying Your Luck : The Strokes
Range Life : Pavement
The Harder They Come : Jimmy Cliff
Chickamauga : Uncle Tupelo
Every Grain of Sand : Emmylou Harris
No Matter What : Badfinger
September Gurls : Big Star
Jerusalem : Steve Earle
There She Goes : The La's
New Slang : The Shins
Migration : Jimmy Buffett
If Not For You : George Harrison
Losering : Whiskeytown
Someone To Pull the Trigger : Matthew Sweet
Stay With Me : The Faces
Sister Jack : Spoon
Orangeworker : For Squirrels
I've Been Loving You Too Long : Otis Redding
Not Dark Yet : Bob Dylan
I Shall Be Released : The Band
Misunderstood : Wilco
Thunder Road : Bruce Springsteen
Oklahoma, USA : The Kinks
Mostly Water : Bap Kennedy
New Brookland : South San Gabriel
I Can Hear the Laughs : Freedy Johnston
Cyprus Avenue : Van Morrison
Squeeze Box : The Who
Orphan Girl : Gillian Welch
Metal Guru : T. Rex
True Love Will Find You In the End : Daniel Johnston
God : John Lennon
Driving the View : Son Volt
These Arms of Mine : Otis Redding
Before the Deluge : Jackson Browne
Climbing To the Moon : Eels
Front Porch : Slobberbone
She Belongs To Me : Bob Dylan
Out of Time : The Rolling Stones
King of Carrot Flowers Part 1 : Neutral Milk Hotel
I'll Follow the Sun : The Beatles
Many Rivers To Cross : Jimmy Cliff
Settled Down Like Rain : The Jayhawks
Old Shoes : Tom Waits
Stolen Car : Bruce Springsteen
Ft. Worth Blues : Steve Earle
A Damn Good Disguise : The Mendoza Line
One of These Things First : Nick Drake
Papercuts : The Havenots
A Hard Rain's A-Gonna Fall : Bob Dylan
Sloop John B : The Beach Boys
Put the Message in the Box : World Party
Anything You Want : Spoon
Heroes : David Bowie
Black Cab : Jens Lekman
Fade Away : V-Roys
He's Misstra Know It All : Stevie Wonder
Pilgrim : Steve Earle & The Del McCoury Band
Bring It On Home To Me : Sam Cooke
Billy and Bonnie : Steve Earle
Fly : Nick Drake
Tecumseh Valley : Townes Van Zandt
Jailbreak : Thin Lizzy
Lovesick Blues : Hank Williams
Gun : Uncle Tupelo
So. Central Rain : R.E.M.