After 14 years as a public high school teacher, Orlando Baxter left the classroom to pursue comedy full time. That leap became the story behind Live From South High — a hilarious and honest one-man show about teaching, taking risks, leaving what's comfortable, and starting over.
Built from Orlando's real experiences in education, the show gives educators a chance to laugh at the world they know while exploring themes that reach far beyond the classroom.
WATCH THE TRAILER
From South High student to comedian performing a one-man show on the same stage.
Orlando spent 14 years working in public education, including teaching at the same high school he once attended.
Then he left.
Not because he stopped caring about education — but because he wanted to take a chance on something he'd always wanted to pursue.
Comedy.
That leap eventually led to appearances on Conan, Comedy Central and BET, a co-starring role in the Amazon Prime feature Salesmen, performances at major international comedy festivals, national touring, the Bored Teachers Comedy Tour, and a Dry Bar Comedy special viewed more than five million times.
Live From South High brings that journey to the stage.
See Orlando in action from the original Live From South High performance.
Yes, there are stories about teachers.
Yes, there are stories about students.
Yes, anyone who has ever worked in a school will recognize plenty of the chaos.
But Live From South High is bigger than that.
At its heart, the show is about work, identity, risk, change and the courage to start over.
That's why the show resonates with educators — while still working for parents, families, professionals and general audiences.
Orlando doesn't approach education from the outside looking in.
He lived it.
For 14 years, he worked in public education, experiencing the students, staff, administrators, parents, frustrations, victories and absurd moments that make school life what it is.
The result is comedy that educators recognize immediately — without feeling like they're sitting through another professional-development session.
It's a chance for educators to laugh together, recognize themselves in the stories, and leave the work at the door for a night.
Live From South High was originally performed at South High in March 2022. Here are a few reactions from people who experienced the show firsthand.
“Your performance had us laughing from start to finish. It was amazing how all the educators could relate to your stories and put themselves in your place. You are a great example of how someone can take the very serious job of education and approach situations with a smile and a chuckle.”
— Gerald Creamer, former coach, teacher & principal
“Your show was the most honest, real, and funny assessment of education. Anyone who has entered a school could relate. Best night out in a long time! Thank you!”
— Katie, Worcester, MA
“Cried through the entire show — I was laughing so hard. Orlando lifts spirits with his truly hilarious stories! Always fresh and engaging.”
— Lisa Bolshaw, South High
“As a teacher, I could relate to so much of his material. He truly has a gift to make people smile!”
— Whitney, Worcester
“If you're looking for non-stop laughs and relatable anecdotes, this is it. We've all been students and have teachers in our lives, even if we aren't teachers ourselves. We laughed until we cried.”
— Christy Rutland
“Great show from start to finish! Hilarious, relatable, and touching stories. Well done!!”
— Dan, Worcester
Bring Orlando Baxter's one-man comedy show to your school, district, educator organization, conference, theater or special event.
Live From South High can be presented for educator audiences, school communities, theaters and general audiences.