This chapter introduces a new method for prompt engineering informed by rhetorical situation analysis. By treating generative AI as a “machine reader” with interpretive needs similar to those of human audiences, it argues that writers can improve their AI-assisted writing output through clear, contextualized, and specific prompting practices. Specifically, the chapter outlines how writers can translate the rhetorical situation into instructions for AI platforms. Using the example of a nursing student on the job market, the chapter shows how intentional prompt engineering can support document creation (writing a cover letter) and roleplay exercises (interview preparation). Readers will gain a generalizable framework for crafting effective prompts grounded in audience analysis and rhetorical awareness.