1. Patrick Wolf
2. Nick Cave
3. Bob Dylan
4. Van Morrison
5. Will Sheff
6. Jeff Tweedy
7. Neil Young

I get lost after that

Update:
Paul Simon
Bob Dylan
Phil Ochs
Elliott Smith
Chuck D
Britt Daniel
Ian Bavitz
Patrick Wolf
John Lennon
Chuck D

1.Ian Curtis(Joy Division)
2.Morrissey(Smiths/Solo)
3.Alex Turner(Arctic Monkeys)
4.Pete Doherty(Libertines)
5.Jim Morrison(Doors)
6.Elliott Smith(Solo)
7.Bob Dylan(Solo)
8.Patrick Wolf(Solo)
9.Joe Strummer(Clash)
10.Noel Gallagher(Oasis)

Townes Van Zandt
Tom Waits
Richard Thompson
Jay Farrar(Uncle Tupelo/Son Volt)
Tim Buckley
Chris Eckman(The Walkabouts)
Robert Pollard(Guided By Voices)
Lucinda Williams

Bob Dylan
Elvis Costello
Townes Van Zandt
Bruce Springsteen (pre-Nebraska)
Richard Thompson
John Prine (or at least his first album)
Howard Devoto
Chuck Berry
Ice Cube
Tom Verlaine

Morrissey
E
Richey Edwards
PJ Harvey
Frank Black
Joe Strummer
Stuart Murdoch
Kurt Cobain
Chuck D
Tom Waits
Thom Yorke

Most of the angsty singers i like, then.

Conor Oberest would have to be my favorite. He is able to write the maj of his songs about personal **** that only makes sense to him, but he is still able to make it connect with his fans. He's a brillant poet.

Roger Waters
John Lennon
Neil Young
Chuck D
Kurt Cobain
Ian Anderson
Peter Gabriel
Bjork
Thom Yorke
Richard Palmer-James

Honorable mentions
Tom Waits
Pete Townshend
David Bowie
Jim Morrison
Frank Zappa
Paul Mccartney
Joe Strummer
Notorious B.I.G.
Eddie Vedder
Maynard James Keenan

Nice choice with Gabriel, his lyrics on Selling England have a great whimsical quality to them.

In no order:

Robert Plant
Roger Waters
Thom Yorke
Bob Dylan
Morrissey
Jim Morrison
W. Axl Rose
Eddie Vedder
Alex Turner
Kurt Cobain