Educational Technology Director | Author | Host of The Generative Age

Alana Winnick is redefining what it means to lead in the age of AI. As Educational Technology Director and Data Protection Officer for Pocantico Hills CSD in New York, she’s helping schools navigate the generative revolution—building systems that are as innovative as they are human.

She’s the creator and host of The Generative Age—a book and podcast exploring how generative AI is transforming education—and a Director at NYSCATE, where she’s shaping statewide strategies for technology and learning.

Driven by a belief that students should be creators, not just consumers, Alana founded Students for Innovation, an initiative that empowers young people to redesign their schools from within. Her work has earned national recognition, including CTO of the Year (CoSN), Digital Leader of the Year (SAANYS), and Outstanding Innovative Leader (Tech & Learning).

Alana’s vision is clear: equip educators and students alike to thrive—and lead—in the generative age.