This chapter discusses the history of writing and technology and offers an overview of the integration of advances in the use of technology in the writing classroom. The author has framed this overview by highlighting the importance of selecting the most appropriate tool for any instructional task. Grounded in the belief that writing is a key skill for students to master for success in the classroom and, more importantly, beyond the classroom, this chapter is designed to open a theoretical and practical dialogue between readers and this book about how to best theorize and enact meaningful writing instruction in the digital age.