As the insurance industry continues to evolve at a rapid pace, litigation involving uninsured and underinsured motorist (UM/UIM) coverage has grown increasingly complex. This CLE explores the shifting terrain of modern coverage disputes, examining everything from the legal uncertainties surrounding policy stacking to the insurance challenges presented by autonomous vehicles, rideshare platforms, and telematics-based underwriting. With growing exposure to claims tied to data privacy, automation, and ambiguous policy language, legal practitioners must be prepared to adapt. Led by Cassie Ware Preston of Gordon Rees Scully Mansukhani LLP, this session provides a practical and comprehensive overview of today’s most pressing coverage issues. Attendees will gain insights into recent case developments, strategic litigation approaches, and risk management tactics that span multiple jurisdictions. Whether evaluating potential bad faith exposure or addressing coverage gaps in the era of driverless cars, participants will leave with valuable tools to better protect clients and anticipate future trends. Learning Objectives Differentiate between UM and UIM coverage and understand how stacking rules vary by state Explore how autonomous vehicle technology is redefining coverage interpretation and dispute resolution Examine how the evolving status of rideshare drivers affects policy triggers and claims handling Assess the role of data—such as mobile apps and telematics—in bad faith litigation Develop effective litigation strategies, including expert coordination, multi-policy analysis, and jurisdictional considerations