In 2008 Wolf released his first CD "Anvils Of Pain" a five song project with a featured song "One Last Ride" that got airplay in France, Belgium and Germany. Later another song off of that CD "By My Side" got airplay in Phoenix Arizona. With the success of this project and elevated CD sales and downloads, Wolf started his next project in 2009 releasing a second CD "Doing Wrong Is What I Do Right". The title cut off this CD got airplay on several radio stations in Illinois and even won its way into rotation on a couple A radio stations beating out several major recording artists by public voting. This lead to the formation of The Wolf and Gypsy Band featuring James Pomeroy (Wolf) and Carmen Swain (Gypsy). Gypsy had been a backup singer for Wolf on his first two projects and the two of them started performing together throughout Illinois and surrounding states. The Wolf and Gypsy Band closed out 2009 by opening for David Allen Coe in Peoria, IL. Writing then started for The Wolf and Gypsy Band's first project "Changing Lanes", an eleven song project which was released on July 31st 2010 and received airplay in Peoria, IL and several other cities in Illinois before the CD was even released. The Wolf And Gypsy Band in July opened for a CMT Country Band Blackberry Smoke, and closed out 2010 by again opening for David Allen Coe. In July 2011 The Wolf And Gypsy Band opened for Lita Ford at exposition gardens in Peoria, Il. Then in August 2011 on Grand National weekend in Peoria, Il (in front of estimated 15,000 fans) The Wolf And Gypsy Band opened for Ted Nugent. The Wolf And Gypsy Band released their 4th CD on July 28, 2012 "VICES"