Lewis signed for the Western Mass Pioneers in the USL Second Division in 2007, and made his professional debut on 27 April 2007 in the Pioneers' 2–0 opening day loss to the Charlotte Eagles.
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They lost 3-0 to Fresno Fuego at home in mid May, were hammered 4-0 by Utah Blitzz, received five of the best from Western Mass Pioneers on the road in June, and received a 5-1 shellacking from an Orange County Blue Star team that boasted Jürgen Klinsmann and future MLS star Robbie Rogers in their starting eleven.