Principal Henderson is proud to be the seventh principal of Countryside High School and is a product of Pinellas County Schools, graduating from Dixie Hollins High School in 1996. He is entering his sixth year as principal at Countryside High School, and has over 19 years of large high school administrative experience in Pinellas County Schools.
Prior to entering administration, Principal Henderson taught English and coached cross-country and soccer at Boca Ciega High School and Dixie Hollins High School. He received both his Bachelor of Arts in English Education ('00) and Master's Degree in Educational Leadership ('05) from the University of South Florida.
Assuming the role of principal of the historic Countryside High School in 2020, Principal Henderson embraces the great traditions of the garnet and gold. He strives to be visible at all times at school, listening to all stakeholders, and supporting all the Cougars.
During his administration, Countryside High School has consistently increased teacher and staff retention rates, student academic performance and acceleration, and achieved national recognition through the Magnet Schools of America. Principal Henderson has been recognized as a "Administrative Hero" by the Pinellas County Parent Teacher Organization, and a Administrator of the Year by the Pinellas County Art Teacher Association.
Principal Henderson is a proud father of two sons, Taylor Jr. and Aaron, three grandchildren, Seraphima, Ezra, and Nectaria Jane, and is married to the former Jennifer Gil.
