Meet Alana Winnick

Podcaster, Speaker, Author, & Practioner

Alana Winnick resides in New York City and currently holds key leadership positions as the Educational Technology Director and Data Protection Officer for Pocantico Hills Central School District in Sleepy Hollow, NY, and the Hudson Valley Director for The New York State Association for Computers and Technologies in Education (NYSCATE), where she blends her degrees, certifications, and experience in Childhood Education, Educational Technology, and Educational Leadership.

Alana is the author of The Generative Age: Artificial Intelligence and the Future of Education and host of The Generative Age podcast, powered by NYSCATE, which explores the rapidly evolving world of generative artificial intelligence (AI) and its impact on education. She has been at the forefront of innovation in the industry and has supported both her region and NYS during several disruptive transformations, including the migration to cloud computing, navigating the challenges brought on by the pandemic, and the emergence of generative AI. Recognized for her contributions, Alana has received the Innovative Tech Director award from both Tech & Learning and LHRIC, and has been named an EDSAFE Women in AI Fellow and Magic School’s AI Educator of the Year Finalist.

Accomplishments & Awards

  • PD: Educational Leadership; GPA: 4.0

  • MS: Educational Technology Specialist; GPA: 4.0

  • BS: Childhood Education

NYS Certifications
  • School District/Building Leader
  • Educational Technology Specialist
  • Childhood Education
  • Early Childhood Education
Ed Tech Certifications
  • ISTE Certified Educator
  • Google Certified Educator/Trainer
  • Microsoft Innovative Educator Expert/Trainer


Consultant (2015-Present)
  • Consult with school districts on educational technology professional development, implementation and rollout, policy review, and more!
  • Consult with schools and corporations to make purchasing decisions and develop/execute effective, holistic, technology integration plans.
  • Collaborate with companies to strategize, develop, oversee, and train on technology-related items: software, hardware, efficiency, automation, e-commerce, social media, advertising/marketing, and more!
  • Podcast producer and editor.
Pocantico Hills Central School District (2020-Present)

Educational Technology Director

Data Protection Officer

Featured Articles

EOY BOE Reports

NYSCATE (2012-Present)
  • Board of Directors: Hudson Valley Director
  • Committee Member: Professional Learning and Outreach
  • Annual Conference Committee Chair: Features speakers and TEDx
  • Annual Conference Committee Member: Keynote and program
  • Facilitator
  • Member
ISTE Affiliate/Authorized Provider (2018-2023)
  • Facilitate ISTE Certified Educator trainings through NYSCATE, an ISTE affiliate/authorized provider.
LHRIC Model Schools/SWBOCES (2013-2020)

Technology Leadership Institute (TLI) Coordinator (2017-2020)

Senior Facilitator – Instructional Technology (2016-2020)

Facilitator – Instructional Technology (2013-2016)

  • Coordinated all aspects of the Technology Leadership Institute: a regional conference series focusing on excellence in teaching and learning through technology. Skillset includes project management, content curation, vendor relations, and event marketing.
  • Development of customized, systemic instructional technology plans for individual school districts. This process includes recommendation planning, training, implementation, reflection, and follow-up.
  • Provided ongoing leadership and training to district administrators and staff in the transition to cloud computing environments.
  • Provided ongoing professional development on topics that build technology skills, support teachers with the integration of technology, and promote technology-enhanced learning experiences that are aligned to both the NYS Common Core Learning Standards as well as the ISTE Standards.
  • Production of the department’s regionally distributed course catalog.
  • Managed, curated, and delivered the department’s regional monthly newsletter informing our constituents of organizational initiatives.
Mahopac Central School District (2011-2013)

Educational Technology Specialist

  • Influenced district leadership decision-making while leading technology implementation from planning to execution.

  • Managed the high school library media center and oversaw the computer teaching assistant.

  • Provided ongoing professional development to faculty and staff.

  • Collaborated and co-taught with classroom teachers.

  • GenYes Advisor- Empowered and supported students to troubleshoot computer issues, set up technology for school functions, manage the HS website, and support teachers with effective technology integration.

  • Presented to the technology committee and BOE technology subcommittee to discuss the direction of technology for the district.

  • Infused technology into the school culture.

  • Overall management of the district’s Google domain, online room booking system, mobile device management system, web-filtering, and Tech Readiness, among many other tools.

Clarkstown Central School District (2009-2011)

AIS Elementary Educator

  • Provided support and instruction to students in a one-on-one and small group inclusive setting.

  • Implemented behavior plans to aid in students’ respective development.

  • Collaborated with service providers.

  • Provided extra-curricular instruction to at-risk students.