I’m over forty and look for music the same way. I was flipping through the channels on DirecTV a couple weeks ago and heard Cobie Caillet singing “Realize”. I’d never heard of her. My wife told me she became famous by putting her songs on Youtube.
Amos Lee is another good one (”Arms of a Woman” is awesome!):
http://www.amazon.com/Amos-Lee/dp/B00070G6Y2/ref=sr_1_2?ie=UTF8&s=music&qid=1202760394&sr=1-2
Cobie Caillat’s father produced some Fleetwood Mac albums...
http://en.wikipedia.org/wiki/Colbie_Caillat