His debut album, "Songs of Vice and Sorrow", was released by Electro-Fi Records in 2005, the cover of which depicted a dishevelled image of Buster Keaton. AllMusic described the album as "a unique, idiosyncratic, and often fascinating statement". It was nominated for both Juno and Maple Blues Awards. His follow-up was "Ramblin' Son" (2008), which saw original material interspersed with a cover version of Sister Rosetta Tharpe's "Can't No Grave Hold My Body Down", and rearrangements of Fats Waller's "Hopeless Love Affair", Guitar Slim's "Done Got Over That" and the Carter Family's "Can the Circle Be Unbroken (By and By)". Reddick and Rotundo both supplied harmonica parts to several tracks.