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Draegon began his acting career as a child in Los Angeles, California, on stage as Orlando in Shakespeare's As You Like It, at Theatricum Botanicum and Grant in Disney Channel's Bunk'd in the episode titled, "How the Griff Stole Christmas." Draegon co-founded a small experimental theater group, adapting Shakespeare's Tempest into an immersive stage experience and later on, co-directed a short film version, as well, titled, Mary and the Battle of Kings. During Junior High and High School, Draegon performed more on-screen work alongside voice acting. He is a founding member of Hennessy Family Films, along with his parents and brother. Together they have been writing, directing and starring in short films for over a decade and won Family Friendly Film of the Year Award in 2019 for #SaySomethingNice. Draegon dubbed characters in the main cast of several well known Telenovelas including Just Looking, My Three Daughters and Rodrigo, in 100 Days to Fall in Love on Paramount+. He dubbed many Netflix drama series including the character Adam in Hold Tight and Nico in the feature film A Thousand Miles from Christmas. Draegon is also a competitive Esports Gamer in the EGFH League for Overwatch. He co-founded an Esports Team and gained an invitation to the 2022 National Championships at ESPN Wide World of Sports in Orlando where their team held a Top 10 standing.