From the classroom to the comedy stage.
After 14 years as a public high school teacher, Orlando Baxter walked away from the security of education to pursue comedy full time.
That decision became the story behind Live From South High — a funny, honest and deeply relatable one-man show about teaching, taking risks, leaving behind what's comfortable, and figuring out what comes next.
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, 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.
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.
He spent 14 years in the classroom, dealing with the students, staff, administrators, parents, meetings, 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 is ideal for:
The show can be presented as a featured entertainment experience for educators or as a full theater-style comedy performance.
“An intimate, engaging performance.”
— The Boston Globe
“I brought Orlando in myself — for a teacher morale boost event in Lynn, and for an end-of-year superintendents meeting — with an earlier version of what's now his show, Live From South High. He got it right every time: genuinely funny, completely relatable to educators, and exactly the kind of night that lands with a room like that.”
— Patrick Tutwiler, former Massachusetts Secretary of Education
Orlando Baxter is a nationally touring stand-up comedian and former public high school teacher.
His comedy credits include appearances on Conan, Comedy Central and BET, a co-starring role in the Amazon Prime feature Salesmen, and performances at the Edinburgh Fringe, Melbourne International Comedy Festival, and Johannesburg International Comedy Festival.
His Dry Bar Comedy special, Glorified Baby Sitter, has been viewed more than five million times, and he has toured nationally as a featured comedian on the Bored Teachers Comedy Tour.
Give your educators a night to laugh, relax and see their world from a completely different perspective.
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Orlando and his team handle the performance and can provide promotional materials to help your organization share the event with your audience.
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