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Loretta Benjamin-Samuels has a diverse work experience spanning over several years. Loretta started their career in the education sector, working as a School Administrator and Educator at the Burlington School District from 1994 to 2002. In 2003, they transitioned to working as an Independent Consultant at Coca Cola Enterprise for a year.

In 2006, Loretta joined Portland Public Schools, where they held several leadership positions. Loretta first served as Director of Performance Management from 2006 to 2008. Loretta then became the Director of Regional from 2008 to 2016, overseeing regional operations. From 2016 to 2019, Loretta held the role of Senior Director of Talent Acquisition Management, responsible for managing talent acquisition strategies. Currently, they serve as the Senior Director of Human Resources Partnerships at Portland Public Schools.

Loretta is known for being an employee champion and change agent, effectively communicating needs with the human resources department and management. Loretta is skilled in developing integrated solutions to meet organizational objectives.

Loretta Benjamin-Samuels is a doctoral student in Educational Leadership and Administration at Lewis & Clark College. Loretta previously earned a Bachelor's of Science degree in Business Administration and Management, General from Buffalo State University. Loretta also holds a Master of Science (MS) degree in Sales and Marketing Operations/Marketing and Distribution Teacher Education from the same institution. Additionally, Loretta attended the University at Albany, SUNY and the University of Vermont, although their degree names and fields of study for these institutions are not specified.