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Henry met his now-wife, Cathryn Stringer Henry, when they both attended the University of Miami. He told Broadway Buzz in 2018, "I met Cathryn during my senior year at the University of Miami. We lived across the hall from each other. We met at the elevator! I remember when she walked off the elevator. She's got this beautiful red hair. She smiled at me, and I was like, 'Oh, snap!' She reminded me of the Wendy's girl."