This chapter examines how Work Integrated Learning (WIL)—including co-op programs, internships, and mentorship—can foster transformative learning environments for future-proof translator training. In the face of a VUCA world (volatile, uncertain, complex, and ambiguous) shaped by AI-driven automation, the platformization of freelance labor, and demographic shifts such as the “Grey Tsunami,” translation education must evolve to cultivate resilience, metacognitive ability, and adaptability in emerging professionals. Grounded in transformative learning theory (Kolb, 1984; Mezirow, 1991) and recent research on WIL quality frameworks (McRae, 2018), this chapter explores how WIL programs can support critical reflection, cognitive development, and the integration of theory into professional practice. Drawing on qualitative data and based on the Canadian context, it argues that WIL experiences, when intentionally designed, can equip students with the lifelong learning mindset needed to navigate everchanging technologies, precarious work conditions, and ethical dilemmas in a rapidly changing industry. Ultimately, the chapter proposes recommendations for curricular reform, stakeholder collaboration, and structured reflection practices to ensure that WIL becomes a catalyst for long-term professional growth—not just short-term employability—for translation students.