As generative AI tools like Vizcom make it possible to produce countless design variations in seconds, design education must evolve. This paper advocates for a critical shift from emphasizing production to emphasizing thoughtful selection and evaluation. Rather than teaching students only how to generate ideas, educators must cultivate reflective practices that guide students to discern which AI-assisted outputs align with real-world constraints, user needs, and ethical considerations. Rooted in the theme “Where Legacy Meets Future,” the work proposes a future-forward pedagogy that prioritizes judgment, context, and intentionality in the AI-enhanced design process.