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Cheryl CrazyBull has a diverse work experience spanning several decades. Cheryl began their career in 1981 at Sinte Gleska University, where they held various teaching and administrative positions until 1996. Cheryl then joined St. Francis Indian School as CEO from 1996 to 2002. After that, they served as President of Northwest Indian College from 2002 to 2012, overseeing its transition into a four-year institution and the construction of a new campus. In 2012, Cheryl assumed the role of President/CEO at the American Indian College Fund, where they currently work.

Cheryl CrazyBull obtained their Bachelor of Science degree in Business Management from the University of South Dakota between the years of 1975 and 1981. Later on, they pursued a Master of Arts degree in Educational Leadership from South Dakota State University, completing their studies from 1994 to 1996.