While Caleb may have gotten his first acting role in the Glimmerglass Opera House's production of Lost in the Stars, his first starring role was on Broadway. From 2012-2014, he played his dream role of Young Simba in The Lion King, becoming the longest-running actor to play the role. "My parents took me to see The Lion King two years before I got the job," Caleb previously told Neu Neu Media. "I just knew that I wanted to be Simba. A few months later, I started community theatre and then I was the right age to audition. There were like, five auditions before I got the part. I was young and I realised I was blessed to get it. So many kids auditioned more than once, some ten to eleven times."