For years, school researchers have pointed to the digital divide between students from disparate socioeconomic groups as a major problem in public education. But now a different digital divide is receiving a closer look as research chronicles the widening gulf between the technology skills of teachers and the students who enter classrooms across the United States. While students often tend to be the earliest adopters of new technology, many teachers find that after lesson planning and grading there is little time left to become tech savvy. Unfortunately, many choose not to stay current, and they simply ignore or avoid technology as they continue to teach the same lessons in the same fashion. Therein lies the problem. Nearly 70 years ago, John Dewey claimed, "If we teach today's students as we taught yesterday's, we rob them of tomorrow." Dewey's prescient understanding of our emerging divide begs the question, "How can 20th century teachers effectively teach and lead 21st century learners?" While others have suggested a long-term solution that classroom educators must become 21st century teachers, I propose that the first step is in becoming a 21st century learner.