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Meet Alaina Freeman

Alaina Freeman is a Bronx-born educator, playwright, and performer who uses storytelling and comedy to bring the realities of the classroom to life. A Fulbright-Hayes Scholar and NYC teacher, she is the creator of The Miseducation of Ms. Freeman, a one-woman show that sold out four performances and won Best Comedy at the United Solo Theatre Festival. Her work blends humor and honesty to create powerful, relatable experiences that resonate with audiences across education and beyond.

Alaina Freeman, originally from the Bronx, is a playwright, educator, and performer whose work brings real-life experiences to the stage through storytelling, humor, and honesty.

She earned her Bachelor of Science from Delaware State University, majoring in Psychology with a minor in English Education, and holds a dual Master of Science in Education in Early Childhood Education and Special Education.

In 2014, Alaina was selected to participate in the prestigious Fulbright-Hayes Scholarship, where she conducted research in Belize exploring the roles and contributions of women in Belizean society—an experience that deepened her perspective on culture, identity, and storytelling.

Her artistic training includes extensive work in acting and writing, studying with professionals such as Emmy Award winner Matt Hoverman, Christine Miller, Michael Beckett, Craig Berry, and Karen Ludwig. It was in one of these classes that The Miseducation of Ms. Freeman was first born.

Alaina currently serves as a teacher in the New York City Department of Education, bringing her classroom experiences directly into her creative work.

Most recently, she wrote, produced, and stars in her one-woman show, The Miseducation of Ms. Freeman, which sold out four performances and won the Best Comedy Award at the United Solo Theatre Festival—the largest solo theater festival in the world, held at Theatre Row in New York City.

Driven by both passion and purpose, Alaina created this work as an ode to educators and students alike—honoring the impact of teachers while giving voice to the realities of the classroom.

Her work lives at the intersection of truth and humor, where real-life challenges meet resilience, and where audiences are invited to reflect, laugh, and reconnect with their own experiences in education.