The promise and rewards of adopting mobile devices in the classroom to improve learning can be substantial, but aligning this technology to meet educational goals can be challenging. Education leaders must consider learning objectives, establish a digital curriculum strategy, choose their management style, be aware of available funding, choose the most appropriate learning devices and features, ensure the adopted devices match school needs, and provide teachers with professional development. Another layer added to the transition to a digital learning environment is the implementation of the Common Core State Standards (CCSS), which guide instruction and ensure that educational leaders across the nation have a consistent set of requirements in core subjects to prepare students for college and careers in the future workforce. This paper helps those considering mobile adoption to bridge the “implementation gap” and avoid the pitfalls while enjoying the benefits. It explains how a carefully planned and executed transition can reap significant rewards for everyone involved — students, teachers, administrators and in-house IT specialists.