Although as of late he's "gone commercial" and signed with a major recording label (no bitterness here, I am glad his music will now hopefully get the recognition it deserves), singer/songwriter Richard Buckner, formerly of the Dejadisc label (sorry, I can't find a link to their website...otherwise I would've included it...maybe they don't have one) gets my vote. His music and lyrics sometimes paint stark landscapes of lost love, depression, suicide attempts, drinking to erase painful memories, etc.; probably not the most uplifting stuff you could listen to. But he sings about other stuff as well. You can click here for a current offering of available recordings.