Move from policing AI to professionalizing with it. This session explores a dual-layered approach to AI in experiential learning. First, we share a faculty workflow using Boodlebox to "AI-audit" syllabi, identifying strategic points to infuse AI assignments. We then pivot to the student experience using Quinncia to navigate the AI-driven job market through ATS-optimized resumes, simulated interviews, and LinkedIn development. Participants will discuss "not-easily-answered" questions of equity and agency: Does AI-assisted prep level the playing field for first-generation students, or does it mask their authentic voice to satisfy an algorithm?