Woke on a Whaleheart is the first record released by Bill Callahan under his own name instead of his nom de plume Smog. It was released by Drag City on April 24, 2007, and released a week earlier in Callahan's home state of Texas. A single, "Diamond Dancer," preceded the release of the album on March 20, 2007. Joe Grillo of the art collective Dearraindrop created the album artwork.