Top Tech Jobs & Startup Jobs in Chicago, IL

Leads pricing strategy, financial modeling, profitability analysis, forecasting, and performance management for automotive warranty, service contract, and insurance programs. Evaluates claims trends, risk, reserves, loss ratios, and portfolio results; develops pricing recommendations and program structures; and presents insights to management and clients. Partners with actuarial, sales, legal, product, operations, and underwriting teams while monitoring market, regulatory, and competitive developments.

Reviews and resolves moderate to complex premium audit disputes for Workers’ Compensation and General Liability policies. Analyzes audit reports, financial records, classifications, policy language, and regulatory requirements to validate premium determinations. Investigates discrepancies, documents decisions, communicates findings, collaborates with underwriting, billing, auditors, and external stakeholders, and recommends process improvements. Ensures compliance, supports quality reviews, and serves as a subject-matter resource on premium audit matters.

Develop and maintain pricing and predictive models for credit insurance products. Analyze claims, loss ratios, portfolio performance, profitability, credit risk, and economic scenarios. Recommend pricing actions, support forecasting and reserves, evaluate underwriting strategies, and partner with underwriting, finance, claims, data science, and technology teams. Ensure model governance, documentation, and actuarial standards compliance.

Leads North American revenue growth for warranty administration and extended-service contract solutions. Owns enterprise sales cycles with automotive and mobility OEMs, including prospecting, RFP strategy, pricing, negotiations, forecasting, and contract closure. Builds executive relationships, develops account-based strategies, partners with internal teams on profitable proposals, and represents the company at industry events. Requires deep automotive warranty expertise, proven multimillion-dollar deal success, and extensive travel across North America.

Directs a nonprofit commercial general liability claims team handling complex, high-severity claims. Provides technical leadership on coverage, liability, damages, litigation, negotiation, and settlement strategies; assigns and reviews claims; ensures regulatory and service standards; and manages team performance, training, mentoring, and development. The role also oversees process improvement, reporting, multi-jurisdictional claims operations, and awareness of legal and regulatory developments.

Provides strategic leadership and technical oversight for a national workers’ compensation claims organization. Responsibilities include leading technical specialists, improving claim quality and operational effectiveness, advising on complex claims, compensability, reserving, litigation, inventory management, and resolution strategies. Partners with executive leadership, supports quality assurance and national training, and drives collaboration, accountability, and continuous improvement.

Delivers training and ongoing support to premium audit staff covering workers compensation, general liability, audit procedures, regulatory standards, and department systems. Designs training programs, develops educational materials, mentors trainees, administers assessments, tracks development data, communicates procedural updates, and supports onboarding. The role also monitors regulatory and industry changes, partners with quality and compliance teams, and recommends process improvements while maintaining accurate training records.

Handles complex professional liability claims, primarily legal malpractice claims. Responsibilities include investigating claims, evaluating coverage and risk transfer opportunities, assessing liability and damages, setting appropriate reserves, managing litigation and counsel relationships, negotiating resolutions, communicating exposures, and developing strategies for favorable outcomes. Periodic travel is required for mediations, trials, and related meetings.

Manages outside counsel relationships, including selection, engagement, onboarding, fee negotiations, performance evaluations, legal spend analytics, and quality reviews. Develops counsel scorecards, optimizes litigation expenses, supports claims teams, and implements third-party risk management strategies. The role focuses primarily on workers’ compensation claims and insurance defense litigation while coordinating internal stakeholders and external law firms.

Handles litigated and non-litigated commercial general liability claims, including exposure recognition, reserving, coverage analysis, risk transfer, investigation, counsel and expert selection, negotiation, and resolution strategy. Requires strong insurance contract analysis, legal and claims expertise, communication, influence, negotiation, and appropriate adjuster licensing. Periodic travel may be required for mediations, trials, and related meetings.