Kim Wilson figured out that education was her career pathway when a high school business teacher took an interest in her future. While journalism piqued her interest at one time, once she figured out she wanted to be a teacher, the rest was history. She would spend a 36 year career in education as a teacher, principal and superintendent. She taught business and then took some time out of the education industry to work in the private sector as an editor for a publisher, but it was always education drawing her back. The last 14 years of her career she led two Ohio career and technical school districts (Ohio Hi-Point Career Center and Tolles Career & Technical Center), where I was fortunate enough to work with her in both districts. She was always committed and focused on doing what was in the best interest of students and this led to an increase in enrollment at both the districts in which she served as superintendent. This is important in career-technical education because students have to choose to attend and specialize in a career program, oftentimes shunning a stigma associated with vocational education. At the end of the day, though, Kim led two of these districts to enrollment increases and impacted the lives of thousands of more students than those schools were reaching before. But sometimes doing the right thing gets met with resistance and we talk a little about that in this conversation. We also talk about what she’s doing now that she is recently retired, what it was like to be a female leader in a male-dominated educational leadership system, and much more.