Throughout his career in Gates Chili, Olin has held a variety of roles including teacher, assistant principal, director of technology and, most recently, assistant superintendent for instruction. His leadership has supported key district initiatives, including literacy, multi-tiered systems of support (MTSS) and efforts to promote equitable outcomes for all students.

Through his leadership and collaboration with staff across the district, this work has contributed to measurable improvements in student outcomes, including gains in literacy, reductions in suspensions and increased graduation rates. He has also led the development of aligned K–12 systems for curriculum, assessment and student support, helping bring greater consistency and coherence across the district.