Raymond is from Franklin, Tennessee. Raymond grew up taking martial arts, gymnastics, swimming, playing football, and soccer. Raymond was a member of the 4H club and an Eagle Scout by age 15. Raymond received a B.A. in Philosophy from The University of the South at Sewanee. He was inducted into the National Philosophy Society and wrote his thesis on Kierkegaard's Indirect Communication. He was also a member and president of Lambda Chi Alpha Fraternity, Iota Nu Zeta. Raymond earned an MFA in Acting from the Professional Conservatory at Mason Gross School of the Arts, Rutgers University. He was in the last class to have Bill Esper full time.