Principal Rolando Bailey

     Principal Rolando Bailey
Mr. Rolando Bailey, Principal

Rolando Bailey has served as an educator in Orange County Public Schools for 19 years. He began his educational career as a math teacher at Liberty Middle School. Upon receiving a master’s degree in educational leadership, he was appointed administrative dean and assistant principal at Apopka Middle School. After serving the Apopka Middle School Seahawks for two years, Mr. Bailey received the invitation to join the Evans High School Trojans, so he said farewell to the Apopka Middle School Seahawks. He served in the capacity of assistant principal for 7 years here at Evans High School. He then received his very first appointment as the proud principal of Liberty Middle School, where he served for two years before being appointed as principal of Freedom High School for 4 years. Mr. Bailey currently serves as a member of College Board SAT Suite Committee, AVID Florida Principal Committee and presently holds the title of Florida Music Education Association Principal of the Year. He also serves as one of the lead principals for the OCPS District Initiative PLC and most recently was chosen as a nominee for 2017-2018 “Principal of the Year.” Mr. Bailey is married to Aiesha Bailey of 18 years, and from this union they have two sons, Rolando Bailey 18 and Aiden Bailey, 8. When Mr. Bailey is not at Evans, you will find him spending quality time with his wife and sons. Email: [email protected] Ext: 6233401
     Administrative Team 2019-2020