After playing around with her brother's guitar, Winehouse bought her own when she was 14 and began writing music a year later. Soon after, she began working for a living, including, at one time, as an entertainment journalist for the World Entertainment News Network, in addition to singing with local group the Bolsha Band. In July 2000, she became the featured female vocalist with the National Youth Jazz Orchestra; her influences were to include Sarah Vaughan and Dinah Washington, the latter whom she was already listening to at home.