Meet Alana Winnick

Podcaster, Speaker, Author, & Practioner

Alana Winnick is a visionary leader actively shaping the future of education. As the creative force behind The Generative Age, a book and podcast that explores the rapidly evolving world of generative artificial intelligence and its transformative impact on education, Alana brings a dynamic perspective to her roles. She serves as the Educational Technology Director and Data Protection Officer for Pocantico Hills CSD in Sleepy Hollow, NY, and as a Director for the New York State Association for Computers and Technology in Education (NYSCATE). Her leadership has pioneered innovative projects that harness her extensive expertise in Childhood Education, Educational Technology, and Educational Leadership.

Beyond her administrative responsibilities, Alana’s passion for empowerment and systemic change inspired her to found Students for Innovation. This organization empowers students to advocate for change within their schools, reflecting her commitment to practical, transformative educational practices in her district and beyond. Through this initiative, Alana ensures that the next generation of leaders is prepared to tackle future challenges with inventive thinking and strong leadership skills. 

Alana’s dynamic leadership style and persistent pursuit of effective educational practices continue to foster advancements within the field, emphasizing the critical role of innovation in shaping educational futures. Her contributions to the field have not gone unnoticed. She has been honored with several prestigious awards, including CTO of the Year by the Consortium for School Networking (CoSN), Digital Leader of the Year by the School Administrators Association of New York State (SAANYS), and Outstanding Innovative Leader by both Tech & Learning and the Lower Hudson Regional Information Center (LHRIC). These accolades reflect her unwavering commitment to innovation and excellence.

Accomplishments & Awards

Degrees
  • 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
  • COSN CTO Academy

Portfolio

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.