Wireless technologies have transformed learning, teaching, and leading in K-12 schools. Because of their speed and portability, laptops, planners, personal digital assistants (PDAs), and cellular telephones are major components of digital literacy. In this chapter, current international trends in the educational uses of portable technologies will be discussed. The implications of newer hardware specifications and educational software applications for laptop computers will be analyzed, including inequities in student access to the handhelds. Next, the role of planners and PDAs as more recent instructional and managerial tools will be evaluated. This study also includes a review of the current debate over whether or not cell phones, especially those with photographic capabilities, should be allowed to be used by students in schools. Finally, potential uses of wireless technologies for interactive learning and collaborative leadership on a global basis will be investigated.