Our Administrative Team

Angela Roles


Angela Roles has been the principal at CLHSCA since 2014. At Cypress our motto is “Once a Panther, always a Panther.” This has special meaning for Ms. Roles  because  she began her administrative career as an AP at Cypress Lake  Middle. She loved every minute of the four years she spent there before moving on to serve as APC at Fort Myers High School. She also served as the District administrator charge of implementing a new scheduling and student information system for every school in Lee County. Ms. Roles  served as principal of  Diplomat Middle School for ten years  before coming to Cypress Lake High School.

Ms. Roles has a B.A. is in Mathematics from Florida Atlantic and an M.S in Educational Leadership from the Nova Southeastern University. She is  a proud product of the Lee County School System, and has worked as both a teacher and administrator in the District  she loves for over twenty years. She was named the Lee County Assistant Principal of the Year in 2003 and  a certified trainer for the National Institute of School Leaders (NISL) in 2015. Teaching and learning is a tradition in her family. Her parents worked for the School District of Lee County, her sister was a Golden Apple Teacher  and she has one daughter. She is  proud to be from an “education” family. 

Brandon Hendrick

Assistant Principal

Brandon Hendrick moved to Southwest Florida in 2006 from Michigan where he still has family today. He earned his Bachelor’s Degree in Education from Central Michigan University in 2005. He has his Master’s Degree in Educational Leadership from Florida Gulf Coast University. He brings a variety of teaching experiences through several schools in Lee County. Brandon is excited to work in the Student Services Office at Cypress Lake High School.

Linda Boyle

Assistant Principal - Curriculum

Linda Boyle was born in Carmel, Indiana, but grew up primarily in Venice, Florida.  She graduated from the University of South Florida with a Bachelor of Science degree in Secondary English Education and Earned her Master of Science degree in Educational Leadership from Walden University.  Mrs. Boyle is happily married.  Her daughter Shannon attends FGCU and her son, Mark Andrew, attends Cypress Lake High School.  Mrs. Boyle began her teaching career in a private school in Pasco County  and moved to Fort Myers in 1996 where she taught English at Cypress Lake High school until 2004.  She was a District administrator for 8 years working in Accountability, Quality Improvement and Strategic Planning.  In 2012 she moved to Diplomat Middle as Assistant Principal for Curriculum and has now returned to Cypress Lake High School as an Assistant Principal.  She is excited to be back home at Cypress Lake High.  Once a Panther, always a Panther.

Adam Kurtz

Assistant Principal

Adam Kurtz is originally from Kendall, NY and graduated with a Bachelor of Arts degree from St. Lawrence University in upstate NY. He is married and has two children, ages 5 and 7. Mr. Kurtz moved to Florida in 2000 and began working as a teacher at Immokalee Middle School. He taught and coached in Immokalee for 6 years and then switched to Lexington Middle School, in Lee County. During that time, he  obtained a Master of Education degree from Florida Gulf Coast University. In 2008, He started working at Cypress Lake High School as an Assistant Principal and has been working here ever since. He truly loves being at CLHS!!