Top Tech Jobs & Startup Jobs in Chicago, IL

Analyze catastrophe risks (earthquakes, hurricanes, floods), build and maintain catastrophe risk models, use catastrophe modeling software, collaborate with underwriters and actuaries, monitor industry and regulatory trends, prepare reports for senior management, and participate in cross-functional teams to improve risk assessment and mitigation strategies.

Manage day-to-day operations of assigned group captive insurance programs, own client and broker relationships, prepare board materials and financial reports, drive renewals and business development, monitor risk and performance metrics, coordinate with underwriting/claims/compliance, and mentor junior staff to support strategic captive leadership.

Lead pricing strategy and actuarial processes for specialty insurance portfolios. Develop and enhance pricing methodologies, models, and rating algorithms. Partner with underwriting, product, and executive teams to price large and complex accounts, monitor portfolio performance, and recommend corrective actions. Use data analysis and predictive analytics to inform product design, delegated authority programs, and strategic planning. Provide leadership to actuarial teams and communicate pricing insights to stakeholders.

Lead complex business systems initiatives for Premium Accounting: gather and translate requirements, own functional design through SDLC, drive UAT, analyze data/flows, apply AI tools to improve automation and efficiency, advise stakeholders, and mentor analysts.

Support pricing for MGUs by developing and improving pricing models (GLMs), analyzing portfolios, compiling statistics and dashboards, evolving rating tools, evaluating vendors, and communicating strategy with underwriting and carrier partners to drive growth and profitability.

Conduct monthly quality reviews of underwriting and servicing files to ensure compliance with carrier, regulatory, and internal requirements. Identify trends and root causes, analyze data, report findings, and partner with underwriting and operations to implement corrective actions and process improvements. Maintain audit documentation and support initiatives to improve underwriting consistency and operational accuracy.

Senior individual contributor leading complex business-systems initiatives for Premium Accounting. Owns end-to-end requirements, functional design, SDLC ownership, and UAT. Analyzes system performance and data flows to identify automation and efficiency opportunities, leverages AI tools to accelerate analysis and testing, mentors analysts, and produces documentation and training to support adoption and stabilization.

Lead and manage Unqork-based engineering teams to design, develop, and deploy enterprise no-code applications, oversee agile SDLC and QA, manage budgets and personnel, and collaborate with business leaders to deliver underwriting workflow solutions.

Manage day-to-day servicing and renewal lifecycle for commercial insurance accounts, including policy submissions, endorsements, binders, renewals, and client support. Coordinate with brokers, carriers, and internal teams to ensure accurate policy administration, maintain account records, perform coverage analysis, and use brokerage systems and Excel for reporting and data management. Participate in training and collaborate with senior team members to improve processes and client service.

Analyze pharmacy claims and utilization to identify cost drivers and savings opportunities. Support specialty drug monitoring, PBM evaluations, stop-loss underwriting, client reporting, dashboards, and pharmacy benefit strategy development while collaborating with consultants, underwriters, brokers, and vendor partners.