Brown was signed to the German blues label, Ruf Records, in January 2008. He released his debut album, Open Road, in July 2008 to good reviews. Oli’s second album, Heads I Win Tails You Lose, was released in 2010, and was produced by Mike Vernon. In the same year, Brown made his debut at the Glastonbury Festival.Classic Rock magazine voted Heads I Win Tails You Lose the number 3 blues album of 2010. Mojo voted it the number 4 blues album of 2010. At the 2010 British Blues Awards, Brown was named ‘Best Male Vocalist’ and ‘Best Young Artist’. See for more.