Faculty Directory
Dr. Jonathan Day, Headmaster
Dr. Day devoted 15 years to being a professor of political science at Western Illinois University. During that time, he served four years as the Director for the St. Francis of Assisi Catholic Newman Center on campus, followed by seven years as a teacher and the Director of Academics for a classical K-12 School. While at the classical school, he helped to expand the school from a K-8 into a K-12 as they added one grade level per year. He now uses these experiences that God blessed him with to take on the task of helping to establish a new Classical High School in the Catholic Tradition in Vero Beach.
Both him and his wife are converts to the Catholic Church and raise their six children in the Faith. Four are homeschooled and two are attending Chesterton Academy.
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Mr. Jacob Flaherty, Music and Humanities
Jacob Flaherty is a Minnesota native and have lived there for most of my life. He has been married to Esther for fifteen years and are the parents to six wonderful children. He has been a choir director, organist, and teacher since a two-year discernment at St. John Vianney College Seminary. I have a B.A. in K-12 Vocal Music Education, with minors in Catholic Studies and Philosophy. He has prepared and directed Gregorian Chant and polyphony. He has taught Music Theory, Music History, given Piano Lessons, taught Theology, directed plays and musicals, coached baseball, led youth groups, and tried to follow the example of my favorite (and patron) Saint, St. John Bosco. He has a great love of History, Geography, poetry, and the fiction of J.R.R. Tolkien, C.S. Lewis, and Ray Bradbury. He also enjoys composing hymns, motets, and Masses, and enjoy football, baseball, and learning about architecture. Finally, his favorite Scripture verses are Nehemiah 8:10 and John 17:3.
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Ms. Kate Chenault, Humanities
Kate Chenault is a graduate of classical Catholic homeschooling, where she learned the importance of literature, history, theology, and philosophy. She attended Walsh University, where she tutored in the humanities subjects while attending classes in history, art history, and philosophy. She received her B.A. in Museum Studies and Visual and Performing Arts in 2024. After graduating, she worked as a high school Latin teacher while also volunteering as a Pioneer/Patriot Unit Leader with the American Heritage Girls. She brings her background in the liberal arts, her passion for the humanities, and her experience teaching a variety of subjects to her role as Freshman Humanities Teacher at Chesterton Academy of Vero Beach. In her free time, she enjoys reading classic literature and singing in her church's choir.
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Mr. Lars Emery, Math and Science
Bio coming soon.
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Art Teacher
Bio coming soon.