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After winning the Miss Teen Liverpool and Miss Teen Great Britain pageants, she won the Miss Teen World in 2008.Jackson won 18 prizes, which included a modelling contract in the US on a $20,000 scholarship.She won Miss Liverpool in 2009. She participated in the Miss England competition in 2010 but lost out to Jessica Linley in the final. Jackson signed a second modelling contract with Boss Model Management and modelled all over Europe.