This set of caselets gets to the heart of the ethical issues embedded within the implementation of artificial intelligence (AI) and other advanced forms of automation technology in the workplace. Employee surveillance, customer privacy, replacing workers with machines and programs, using new data-mining techniques in the hiring process, and more—the multilayered dilemmas these new opportunities present increasingly require managers' careful consideration and innovative leadership, for the "future of work" we've long predicted is rapidly becoming our present reality. Each caselet pushes managers to a nuanced and complicated consideration of human creativity, ingenuity, and need, both in tandem with and against AI's rapidity, efficiency, and precision. The caselets are short—no longer than three paragraphs. When taught together, they provide managers with a strong sense of the interconnectedness, difficulty, and urgency of the technological decisions they inevitably will have to make for the sake of their stakeholders.