School principals play a pivotal role in establishing the direction for successful schools. Unfortunately, significant challenges to recruiting and retaining highly qualified school leaders exist in many regions of the world. Extending the findings of a recent quantitative study comparing the influence of motivators and inhibitors that impact German and US teacher' decisions to become principals, researchers in the current study interviewed selected teachers to determine the reasons for their responses. Similarities and differences in the respondents' perceptions of factors that influenced their desire to become school leaders are reported. The findings offer important ways in which Germany and the USA may learn from each other's practices.