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Deann Kamalani has diverse work experience in various roles and industries. Deann started their career in 1999 as a Tribal Administrator at Big Sandy Rancheria, where they supervised employees and managed various programs and grants. Deann then worked at Chukchansi Gold Resort & Casino from 2005 to 2012, holding positions such as Director of Marketing, Director of Player Development, Executive Associate, and Director of Training. In these roles, they coordinated projects, developed strategies, managed budgets, conducted training, and oversaw various operational programs. From 2009 to 2013, Deann also served as a Varsity Softball Coach at Chawanakee School District and later became a Junior Varsity B Coach at Chawanakee Unified School District in 2014. Their coaching roles involved teaching fundamental skills, mentoring players, and developing leadership and life skills. Deann Kamalani's most recent position is Director of Marketing at Chukchansi Gold Resort & Casino, which they have held since 2015.

Deann Kamalani's education history includes the following experiences. In 1992, they began their studies at Chaminade University of Honolulu, where they pursued a Master of Science degree in Criminal Justice Administration. Their time at Chaminade University lasted until 1997. Later, in 2006 and 2007, Deann attended the prestigious Harvard Business School, where they participated in the Program for Leadership Development with a focus on Business.