Since the release of "American Patchwork", Osborne has toured virtually non-stop, performing with his own band, solo with Keb Mo, with The Stanton Moore Trio, with Toots and the Maytals, alongside Karl Denson’s Tiny Universe and with Luther Dickinson as well as with The Voice of the Wetlands All-Stars. He appeared on Galactic’s song "Dark Water" from their "Ya Ka Ma" album, and in 2011 produced and played on critically acclaimed albums by Tab Benoit, Johnny Sansone and Mike Zito. In 2012, he played on and acted as associate producer of Billy Iuso’s "Naked" album.