As we grow up and grow old, embrace new experiences, try new roles, and adopt new technologies, our senses of time, space, connection, and identity are fundamentally explored through communication. Why, how, with whom, and to what end humans communicate reflect and shape our ever-changing life span position. And while the life span can be conceived as a continuum, it is also one hinged by critical junctures and bound by cultural differences that can be better understood through communication. The chapters in this collection, chosen from among the invited plenary speakers, top research papers, and ideas discussed in San Juan, explore the multiple ways communication affects, reflects, and directs our life transition. Capturing the richness and diversity of scholarship presented at the conference, chapters explore communication technologies that define a generation; communication and successful aging; stereotyping and family communication; sexual communication and physiological measurement; life span communication and the digital divide; and home-based care contexts across the world, among others.