Questar III BOCES is pleased to announce the appointment of Kevin Kolakowski as its new Assistant Superintendent of Career and Technical Education (CTE) and Innovative Programs, effective November 24, 2025.
“Kevin Kolakowski brings a combination of instructional expertise, leadership, and a longstanding commitment to CTE,” Questar III BOCES District Superintendent Dr. Gladys I. Cruz said. “We are thrilled to welcome him to Questar III and look forward to seeing the impact his leadership will have on students, component school districts, and the broader community.”
Kolakowski has more than two decades of experience as an educator and leader, with a career spanning classroom instruction, district leadership, and advocacy for CTE.
He began his career as a science teacher after earning his Bachelor’s degree in Biology and a Master of Arts in Teaching in Secondary Science from SUNY Cortland. He also earned his Certificate of Advanced Study in School District Administration.
His professional experience includes being an Assistant Principal, Principal, Assistant Superintendent, and most recently, Superintendent of the Mechanicville City School District. Across these roles, Kolakowski led curriculum and instructional initiatives, supervised district-wide technology upgrades, oversaw major capital projects, coordinated K-12 programming, and guided data privacy and IT operations. He has remained closely connected to STEM, innovation, and instructional technology throughout his career.
“Throughout my career, I’ve had the privilege of serving in regional roles, as well, including committee work with NYSED, CTE advocacy through the WSWHE BOCES regional committee, and leadership within the WASAREN League,” he said. “These experiences have given me a strong foundation for working collaboratively across districts to support students and staff.”
Kolakowski’s passion for education began with a belief in the power of learning environments that evolve alongside a rapidly changing world.
“I was drawn to education by a deep love for developing learning experiences that reflect a rapidly changing world, especially one shaped by new technologies and emerging workforce demands,” he said. “I also credit the teachers and coaches who supported me throughout my own educational and professional journey. Their impact instilled in me the value of mentorship, the power of relationships, and the responsibility we have as educators to guide students toward success. That combination – a passion for innovation and the influence of strong role models – ultimately led me to pursue a career where I could help build programs that prepare students for the future.”
Kolakowski noted that Questar III is, “uniquely positioned to support districts through innovative pathways, workforce-aligned programs, and adult education services that meet the needs of our region. Stepping into a role that blends leadership, innovation, CTE expansion, and regional impact felt like the perfect fit and a meaningful next step in my journey.”
He will oversee Career and Technical Education, Adult Education, and Innovative High School programs, helping expand opportunities for students and strengthen partnerships with businesses, higher education, and regional stakeholders.