Top Tech Jobs & Startup Jobs in Chicago, IL

Perform on-site and remote audits of policyholdersaccounting and financial records to verify payroll, sales, and fixed assets exposures; calculate earned premium, prepare detailed workpapers and formal reports, communicate findings to stakeholders, schedule audits within assigned territory, manage workload, and perform administrative tasks.

Manage, investigate, and resolve attorney‑represented auto and homeowner bodily injury claims. Evaluate coverage, liability, damages, and reserves; coordinate with counsel; prepare for trials/hearings; identify subrogation and suspicious claims; communicate with policyholders and claimants; maintain files, reports, and secure financial/claim information.

Lead underwriting for emerging mobility products (ridehail, delivery, autonomous vehicles). Develop insights, underwrite commercial auto, workers' comp and GL, collaborate on cross-sell opportunities, curate a profitable diversified book, sustain broker relationships, and define underwriting processes. Use analytical, communication, and negotiation skills to evaluate complex risks and shape Liberty Mutual's mobility strategy.

Lead underwriting for large, complex Construction accounts delivering Primary Casualty (WC, GL, Auto). Provide technical underwriting guidance, referral approvals, portfolio performance analysis, and coordinate with leadership, Claims, Actuarial, and Product teams to improve results and underwriter capabilities. Develop portfolio strategies, ensure alignment with Excess placements, and mentor frontline underwriters.

Manage a portfolio of complex environmental, pollution, toxic tort, and mass litigation claims. Perform coverage and liability analysis, set and manage reserves, direct litigation strategy, select and oversee defense counsel and experts, control legal budgets, negotiate settlements, and communicate trends to leadership and underwriting. Partner with brokers, reinsurers, policyholders, and internal stakeholders while supporting audit/compliance and maintaining required adjuster credentials.

Manage complex environmental, pollution, toxic tort, and mass litigation claims from notice through resolution. Perform coverage and liability analysis, set and adjust reserves, oversee litigation strategy and counsel selection, manage legal budgets, lead negotiations and mediations, and collaborate with brokers, reinsurers, underwriting, and technical experts.

Drive profitable growth for wholesale excess casualty and primary GL E&S portfolio across the Central Region by underwriting, pricing, structuring complex risks, managing broker relationships, collaborating with claims/actuarial, and mentoring junior underwriters.

Work onsite with a major transportation customer to assess, quantify, and mitigate operational and safety risks. Provide consulting services, build relationships across the customer organization, mentor peers, drive continuous improvement, and deliver risk-reduction strategies and measurement using proprietary systems and Microsoft Office tools. Regular travel required.

Underwrite Primary Cyber and Tech E&O risks for SME, middle-market, and select large accounts placed through retail brokers. Manage broker/client portfolio, develop new business, provide portfolio analysis and thought leadership, collaborate across teams, and mentor junior underwriters while maintaining disciplined, profitable underwriting decisions.

Underwrite and manage a portfolio of public entity and government accounts, evaluate risk and pricing, negotiate terms with agents/brokers, drive profitable growth, mentor underwriters, ensure documentation and compliance, and participate in process improvements. Requires market-facing relationship building and ~25% travel.