Benjamin was born in England, and at the age of 5 years old, he moved to Maryland, where he spent his childhood. After graduating with an undergrad degree from Salisbury University, he moved to the New York area. In 2017, he graduated from Hofstra University with a master’s degree in elementary education. Before joining the FFA team in 2022, Benjamin taught for over five years, three of which were in his fourth-grade classroom at The Green Vale School. He also assisted in 2nd grade and kindergarten.