Playwright + Musical Writer + Director + Singer-Songwriter

Thanks for dropping by! My name is Jackson Rodriguez Castello, and I am a nineteen-year-old playwright, musical writer, director, and occasional singer-songwriter based in Dallas, Texas and St. Louis, Missouri.

I began writing my first musical, Stumped, the summer after my sixth grade year of middle school with no formal training and chords in the key of C. Five years later, Stumped took the stage in the summer of 2022 for its debut production at Resolute Theatre Project, directed by my long-time mentor, Amy Cave. My semi-autobiographical one-act play, Define “Friend”, has received readings through IMPRINT Theatreworks, Resolute Theatre Project, Fort Salem Theatre and Our Productions Theatre Co. Targeted towards youth and educational theatre programs, this show is currently available for licensing! Currently, I am working on an irreverent new musical comedy, Diamond Whore, a modern-day reimagining of the Adam and Eve story entitled Adam and Evelyn, and a thought-provoking gay living-room drama called The Ram. Check out my Instagram to follow the journey!

As a director, I have headed sold out and critically acclaimed productions of shows such as She Loves Me, The Revolutionists, Pygmalion, and The Importance of Being Earnest. I am currently a sophomore at Webster University’s Sargent Conservatory of Theatre Arts, working towards a BA in Directing for the Theatre.

My first pop single, “I’ll Never End Up With You”, is currently out on all streaming platforms! You can also find covers and original songs posted on my Instagram.

Define “Friend” is currently available for licensing.

Ideal for small youth and educational theatre programs, as well as Theatre for Young Audiences performances, this semi-autobiographical one-act follows Jack as he looks back at his turbulent middle school years. Deeply relatable to anyone who has ever been a pre-teen, this show illuminates the particular challenges of burgeoning friendships with nuance and grace.

Featured Sheet Music