Leonard is from Mississippi where he earned a Bachelor of Business Administration in Accounting from Mississippi State University. He joined HISD in 2008 as a business teacher and transferred to Human Resources in 2010 where he served as team lead for investigations and other personnel issues. In 2013 he joined the Human Capital & Accountability Department of Human Resources supporting the Teacher Appraisal and Development System and HISD’s Non-Teacher Appraisal System. Leonard is a Performance and Continuous Improvement Manager focusing on HISD’s Non-Teacher Appraisal System. Prior to joining HISD, Leonard worked in the energy industry.