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From 2009 to 2014, Les Cintron worked as a Financial Aid Officer at Kaplan College. In 2014, they joined Kaplan Higher Education as an Associate Director of Financial Aid, and later became the Regional Director of Financial Aid in 2017. Since April 2019, Les has been serving as the Executive Director, Campus Student Finance at Kaplan Higher Education.

Les Cintron earned a Bachelor's Degree in Mathematics from Manchester University, which they attended from 2005 to 2009. Later, they pursued a Master of Business Administration (M.B.A.) in Business Administration and Management, General from Kaplan University, from 2012 to 2014.