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Oakley joined the Tykes from Newport on a two-year deal, along with Newport team mate Leigh Hinton, for the start of the National Division One 2006–07 season, making his debut against London Welsh at Headingley on 3 September 2006.
He then joined Rotherham club for the 2001-02 season and was their top points scorer with 202 points, as they won the National Division One title.