Founder | Teacher in a Suit | AI Innovation Lead @ Foundation Academy

Winston Roberts is redefining what it means to teach in the age of AI. After nearly a decade in the classroom, he saw how the system was burning out teachers and preparing students for a world that no longer exists—so he decided to change it.

As the founder of Teacher in a Suit, Winston helps schools, districts, and educators harness AI to future-proof learning. His mission is clear: empower teachers to use technology as a creative force, not a replacement.

Now serving as AI Innovation Lead at Foundation Academy and pursuing his Master’s in Education Entrepreneurship at the University of Pennsylvania, Winston is at the forefront of transforming education into something bold, relevant, and human.