The album was recorded over ten snowed-in days in January 2008, in a converted barn in Weston, Massachusetts.

Taylor was able to assemble his regular touring group (lately dubbed "The Band of Legends") to all be present at the same time, which was rare in the contemporary recording scene.

On the September 30 edition of The Colbert Report, he humorously answered a question regarding his philosophy by simply performing "(I'm a) Road Runner" in its entirety.

[4] Some of the bonus tracks issued for different manifestations of the album ended up also being released on 2009's Other Covers mini-album follow-up.

Taylor and his band appeared live during two half-hour segments on QVC that date, to play songs from the album and a couple of old favorites.