Woke on a Whaleheart is the first record released by Bill Callahan under his own name instead of his nom de plumeSmog. 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.
The arrangements of labelmate and former Royal Trux vocalist and guitarist Neil Michael Hagerty are featured on the album, and Callahan's band consists of vocalist Deani Pugh-Flemmings, guitarist Pete Denton, violinist Elizabeth Warren, percussionist Thor Harris, bassist Steve Bernal, and keyboard/lap steel player Howard Draper. The album was recorded by Jeremy Lemos, who previously recorded the Smog albums Rain on Lens and Supper. Woke on a Whaleheart's sound, according to Callahan, touches upon "gospel, tough pop and American Light Opera."
Joe Grillo of the art collective Dearraindrop created the album artwork.