James Cleveland

Chief People Officer

James Cleveland is an experienced senior executive, having served at Landed, Guild Education, Entangled Ventures, Reading Partners, College Track, Aspire Public Schools, and the Stupski Foundation. With a career spanning over 25 years, James is an expert in operational strategy and talent development in education organizations with a national focus. James co-founded InsideTrack, a nationally recognized Student Success company, and played a crucial role in the significant expansion of Jumpstart, a national organization dedicated to pre-K literacy.

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James Cleveland is an experienced senior executive, having served at Landed, Guild Education, Entangled Ventures, Reading Partners, College Track, Aspire Public Schools, and the Stupski Foundation. With a career spanning over 25 years, James is an expert in operational strategy and talent development in education organizations with a national focus. James co-founded InsideTrack, a nationally recognized Student Success company, and played a crucial role in the significant expansion of Jumpstart, a national organization dedicated to pre-K literacy.

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