Orsolya Cypert is an AI-driven product-strategy executive who served as the inaugural Chief Data Officer for the Cedar Rapids Community School District, where she was the architect for the district’s data infrastructure, analytics culture, and ethical AI initiatives after being recruited in 2024 from her industry work overseeing the U.S. Department of Defense’s training-readiness platform.
Drawing on more than eight years of cross-sector experience, she mentors founders through the Upnotch network, helps early-stage teams achieve product-market fit, and is launching a seed-stage accelerator focused on data-driven ed-tech innovation.
A frequent speaker on go-to-market alignment, human-centered design, and responsible machine-learning adoption, Cypert pairs rigorous analytics with a passion for creativity—in 2020 she released the reflective single “What Am I Supposed To Be,” underscoring her belief that art and technology enrich one another.