This study examines the experience of demotion from a principalship to an assistant principalship and how race and gender can differentially impact career trajectories. Using administrative state dataset of 10,946 observations at the principal level, we used probit regression to determine the overall probability of demotion and Kaplan Meier survival analysis to estimate the differences in probability over time. Our analysis describes not only who experiences demotions, but includes the characteristics of the sending and receiving schools. Survival analysis illustrates how small differences over time in demotion by race resulted in statistically significant systemic differences. We also find that experience matters: for every additional year of experience in the principal role, the probability of experiencing demotion decreases by 0.34%.