Caleb Chesson was born and raised in Raleigh, North Carolina. He began his dance journey at the age of 11 at City Ballet Raleigh under the direction of Andrew Lamar. He then joined Carolina Ballet Summer Intensive in 2018 and later joined their school.
Upon joining the School of Carolina Ballet, Caleb also had the opportunity to be mentored by Pablo Perez, a former Carolina Ballet dancer. In August 2022, he was accepted into University of North Carolina School of the Arts, training with Mikhail Tchoupakov, Ilya Kozadayev, Wesley Williams, Brenda Daniels, Phillip Broomhead, and Kate Jewitt.
During his journey, Chesson has learned various techniques such as Cunningham, Horton, Limon, Counter and Cecchetti. With the help of these techniques, Caleb continues to grow on his journey to become a professional dancer, hoping to join a contemporary dance company so that he can continue to develop his artistry and his voice within the world of dance.