Top Tech Jobs & Startup Jobs in Chicago, IL

Evaluate complex reinsurance pricing opportunities, conduct pricing reviews, develop recommendations, and support underwriting strategy and portfolio management. Lead pricing tool development and governance, perform premium forecasting, review actuarial work, mentor analysts, and analyze exposure and concentration risks. Partner with underwriting, catastrophe modeling, claims, and business leaders to guide profitable growth and strategic decisions.

Develops and improves property and casualty insurance products by researching market trends, regulations, competitors, and bureau programs. Evaluates coverage, drafts policy forms, supports regulatory filings, contributes to strategic product roadmaps, and provides product guidance to underwriting, claims, pricing, compliance, and other teams. The role also analyzes product performance, communicates recommendations, articulates system requirements, and mentors Product Analysts.

Provides enterprise-wide employee relations guidance and consultation on workplace concerns, investigations, performance management, policy interpretation, conflict resolution, and employment law compliance. Partners with HR Business Partners, Legal, and business leaders on complex cases, risk management, organizational changes, and agency responses. Maintains confidential case documentation, monitors trends, improves HR practices, and delivers manager training on investigations, corrective action, and performance documentation.

Leads business analysis for Guidewire PolicyCenter initiatives by eliciting and documenting requirements, clarifying scope, reconciling stakeholder needs, facilitating Agile collaboration, resolving escalated issues, supporting defect testing, and implementing business rules and regulatory changes. Mentors other analysts, translates between technical and business audiences, evaluates change requests, and drives continuous process improvement.

Investigate, evaluate, negotiate, and settle moderate- to high-complexity property and casualty claims. Responsibilities include determining coverage and liability, evaluating damages and reserves, managing defense counsel and experts, developing settlement strategies, identifying subrogation and risk-transfer opportunities, documenting claim activity, communicating with insureds and stakeholders, and monitoring excess claims. The role requires six or more years of claims-handling experience, state licensing, strong communication skills, and knowledge of insurance regulations and civil procedure.

Provide technical underwriting and administrative support for commercial P&C accounts within delegated authority. Analyze submissions, prepare quotes, endorsements, and renewals, document files, collaborate with internal partners, escalate recommendations beyond authority, engage agencies, identify upsell/reinsurance opportunities, and support portfolio reviews to meet KPIs and regulatory requirements.

Manage and analyze pay programs including salary structures, incentive and equity plans. Conduct market pricing, compensation analyses, compliance checks, vendor coordination, and support annual planning and compensation operations.

Own product vision, roadmap, and backlog; prioritize features by business value; write user stories and break down epics; engage customers and stakeholders for feedback; collaborate with technical leads and Scrum Master to remove roadblocks and ensure team delivers value in an Agile environment.

Provide legal counsel on assumed and ceded reinsurance matters, draft and negotiate treaties and collateral instruments, advise stakeholders on coverage and regulatory issues, support M&A and due diligence, develop policies and templates, monitor legal developments, build market relationships, and leverage legal technology and process improvements to enhance contracting and risk management.