Top Tech Jobs & Startup Jobs in Chicago, IL

Leads a team handling commercial auto and general liability claims. Oversees workload allocation, technical claim quality, coverage analysis, reserving, litigation, negotiations, service delivery, and performance accountability. Partners with underwriting, MGAs, agents, insureds, and internal stakeholders to meet program commitments. Monitors claim metrics, inventory, severity, compliance, and service outcomes while providing coaching, training, and professional development. May coordinate claims service across workers compensation, property, and other lines of business.

Leads commercial property and casualty underwriting operations, including team leadership, talent development, workload and staffing management, portfolio strategy execution, compliance with underwriting guidelines, process improvement, and performance optimization. Uses data-driven insights and market trends to improve underwriting results while collaborating with internal and external partners. Requires substantial middle-market underwriting experience, management capability, strategic thinking, and strong communication skills.

Serve as primary service coordinator for a portfolio of agencies and policyholders. Build relationships, collaborate with internal partners, escalate out-of-scope requests, educate customers on tools, schedule reviews, assemble onboarding and stewardship materials, monitor data integrity for complex policies, and proactively resolve service gaps. Hybrid role with minimal travel.

Manage a rotating portfolio of mid- to high-severity commercial auto and general liability claims, perform investigations, coverage and liability evaluations, reserve setting, litigation management, and negotiate resolutions. Support multiple teams, mentor less experienced staff, attend mediations/trials, develop risk transfer strategies, and assist in file auditing and portfolio closeouts while maintaining knowledge of multijurisdictional legal trends.