This study examines how and why 20 instructors (17 tenure-line and 3 nontenure-line) in introductory service courses enact their pedagogical values and address current concerns (e.g., personal branding, LinkedIn, and applicant tracking systems) when teaching résumés and cover letters. Research methods included a demographics survey, qualitative interviews, and critical discourse analysis of assignment sheets and deidentified student examples. Results provide an opportunity to renegotiate gaps between Business and Professional Communication's research and pedagogical methods, shifting from overemphasizing formatting and checklists and toward understanding job applications as workplace genre ecologies to encourage deeper learning.