This is Mason Jennings, one of my fave indie guys. This song is called Bullet from his 2002 Century Spring album. He has 5 or 6 other albums that I haven't even gotten to because I'm forever playing this one over and over. The song actually starts about 25 seconds in. It's a live performance so not great sound but whatcha gonna do?
This is Living in the Moment. Aidan can sing this word for word, he LOVES it!
This one is Sorry Signs on Cash Machines. A little slower but the lyrics are fantastic. You just don't hear this kind of stuff on mainstream radio. I hope he stays indie, don't you?
Check out the rest of his stuff here at his website.