For centuries, underwriting has relied on human expertise, judgment, and experience. But as AI and automation advance, some argue that data-driven models can now assess risk faster, more accurately, and with less bias than human underwriters. Are we heading toward a world where AI takes the lead, and underwriters become risk overseers rather than decision-makers? Or is human intuition and relationship-building still irreplaceable in complex and evolving risks? This high-stakes debate will bring together AI advocates and veteran underwriters to argue whether traditional underwriting is evolving—or becoming obsolete.