Administration
Cara Wynn, Interim Headmaster
Mrs. Wynn has a BS in Elementary Education from Liberty University and an MS in Educational Administration/ Leadership from Florida State University. Her former positions include Preschool Director, Elementary Principal, MS/HS Assistant Principal and Parent Relations Director at area schools. She has been married to Roger Wynn, Tallahassee native and they have two sons, a daughter-in-law and grandson who all live in Tallahassee. Mrs. Wynn and her family are active in a local church. She authored a children’s book, The Giraffe on the Moon.
Michelle Stringer, Director of Operations
Mrs. Michelle Stringer classically homeschooled her children for a period of five years. She was involved in Classical Conversations and Veritas Home School Cooperative, where she taught preschoolers for two years while homeschooling her children. Mrs. Stringer holds a Bachelor of Science Degree in Business Marketing from the University of North Florida in Jacksonville, FL. She has experience working as an Administrative Assistant for various churches and as the Internal Marketing & Communications Assistant at the Jacksonville Symphony Orchestra. She also was in the community raising awareness about the orchestra and was able to participate in the operational day-to-day running of this non-profit. Mrs. Stringer also has experience traveling abroad teaching English as a Second Language (ESL) and enjoys learning about other cultures.
She has been married to Scott for 17 years and has four sons that attend TCS. Her driving force is her desire to see the next generation be life-long learners that know how to think, reason, and be virtuous citizens. It is an honor for her to be a part of the classical charter movement in the Tallahassee area making it available for all families in Leon County and surrounding counties. She has been apart of TCS since the opening in 2019.
Other Administration
April Finney - Food Services Director
I graduated from Florida State University with an MS in Higher Education Administration and
the University of South Florida with a BA in Communication. I homeschooled my two children
for seven years using the classical model of education before enrolling them at TCS in the fall of
2020. My background includes a diverse experience working with college students, graduate
students, and college administrators both in school administration and in financial counseling
and education. I also have worked in sales and bookkeeping for the past ten years. I firmly
believe in the classical approach to learning and I am honored to be a part of Tallahassee
Classical School.
Kelly Roberts, Executive Assistant
Craig Hampton, Discipline Coordinator
Craig Hampton was born and raised in Leesburg, Florida where he graduated from Leesburg High School in 2014. He then moved to Tallahassee, Florida in 2014 for school, and where he eventually married his wife, Mattea Hampton in 2021. He earned his Associate of Science degree in Recreational Management and Sport Fitness from Tallahassee Community College in 2018. He also earned his Associate of Arts degree from Tallahassee Community College in 2022. Mr. Hampton joined the Tallahassee Classical School staff in November of 2021. Previous to his work as the Discipline Coordinator at Tallahassee Classical School, Mr. Hampton also has experience working for various churches beginning in 2018 as a Children’s Pastor. He enjoys spending his free time with his wife, family, and fishing.
Jonathan Tilley, Facilities Manager
Born in Birmingham, AL in 1978
Graduated from Hoover High School
Graduated from Oregon State University with a B.S. as a Natural Resource Specialist
Began working as a garage janitor at 7
Started a tiny lawn service at 11
Lived and worked in Death Valley CA., Glacier Bay AK., Seward Ak., Gunflint MN. (during winter -34'F), Glacier Nat'l Park MT, Boulder CO., and Seattle, WA.
Met wife Evelyn Tilley in Alaska, moved from Boulder to Seattle where we were married and started our family with Merle and Milo Tilley. I also learned about real traffic there.
Moved to Tallahassee in 2018 and opened Tallahassee Classical School
Interests: Alabama football (I earned it in the 80's and 90's Roll Tide), sci-fi and fantasy books, playing at woodworking, video games, animals, hiding from the sun, remembering naps, and challenging myself to learn new things.
Dislikes: Hard-boiled eggs, Tom Green, Tennessee and Ohio State, willful ignorance, doing anything outside when it's hot, snakes, quinoa, most movie reboots, new rap and new country, leaving the door open, social media, and empty boxes in garbage cans.
LaKesha Nix, Clinic Nurse
Joy Spires, Guidance Counselor
