This study describes core dispositions of school district superintendents who have been identified as technology savvy leaders by a prominent educational technology newspaper. The superintendents in this study described how they accomplished their technology initiatives and offered suggestions for other superintendents who aspire to be more tech-savvy. The most prevalent dispositions that emerged from the data set were that technology-savvy superintendents are collaborative, set high expectations, have a clear vision of technology and learning, tend to be risk-takers, and personally engage in the use of technology.