Technology continues to be a driving force for change in instructional practices. Principals have transitioned from managers to instructional leaders that support innovative technology practices. This study sampled 30 elementary school principals' technology usage from two school districts and focused on discovering the hardware and software used directly by the elementary principals and how they learned to use those technologies. Data analysis from the online questionnaire and the interviews revealed that the elementary principals used technology predominately for administrative purposes. All the elementary principals surveyed reported that the type of software applications used by them on a daily basis consisted primarily of : web based data analysis tools such as Euphoria Aware, Workshop, Forethought, web based Public Education Information Management System (PEIMS), and productivity tools in the form of word processing, spreadsheets and presentation applications. The amount of time on a daily and weekly basis outweighed time and effort they put in to technology for instructional purposes. Results from the interviews indicated that these elementary principals all had smart phones, which enabled them to view the Internet, use social media and send and receive e-mail messages. In addition, 75% elementary principals surveyed reported learning the technologies on their own with some support from their district's technology support staff.