Top Tech Jobs & Startup Jobs in Chicago, IL

Entry-level claims role supporting clients through insurance recovery processes. Participants complete a two-year development program featuring technical training, challenging assignments, cohort learning, mentoring, executive engagement, and personalized development. A bachelor’s degree and minimum 3.0 GPA are required. Prior work, internship, and leadership experience are preferred. Claims adjuster roles require applicable state licensure.

Leads national sales growth across designated opportunity geographies, managing Tier 1 sales teams and financial performance. Develops market strategies, analyzes pipeline and business results, coaches sales execution, builds agency and center-of-influence relationships, and coordinates cross-functional campaigns. Represents Chubb with senior external stakeholders, hires and develops talent, manages performance, and travels 30%–40% to support teams and market activities.

Manages and grows executive relationships with travel insurance partners. Leads joint business planning, revenue growth, product expansion, performance monitoring, and cross-functional delivery. Develops account strategies, conducts business reviews, identifies cross-sell opportunities, tracks key performance indicators, and advises partners on travel insurance strategy. Coordinates with internal product, technology, marketing, operations, underwriting, claims, legal, and compliance teams to achieve partner objectives.

Manages complex casualty coverage litigation and arbitrations, including outside counsel, discovery, depositions, mediations, trials, and resolution strategies. Provides pre-litigation coverage advice, identifies litigation trends, and partners with Underwriting and Actuarial teams. The role requires specialized casualty coverage expertise, strong communication and analytical skills, independent judgment, organizational ability, necessary licensing, and 10%–25% travel.

Manages complex casualty claims involving coverage disputes, long-tail exposure, class action litigation, and high-exposure claims. Oversees outside counsel, coverage litigation, arbitration, discovery, depositions, mediations, trials, and resolution strategies. Requires strong legal, claims, negotiation, communication, organizational, and analytical skills, along with senior management reporting experience and a law degree. An applicable adjuster license may be required.

Handles bodily injury and property damage claims under automobile and general liability policies for multinational customers. Responsibilities include claim investigation, coverage determination, reserving, negotiation, settlement, litigation support, and claim strategy. Represents Chubb in claim review meetings and serves as a U.S. claims resource for global offices and underwriters. Requires strong insurance knowledge, writing, communication, negotiation, analytical decision-making, and independent work skills.

Leads portfolio management for Chubb’s small and lower midmarket P&C division, with P&L accountability and responsibility for profitable growth. Develops underwriting, pricing, product, agency, and portfolio strategies; monitors performance and market trends; advances analytical decision-making; and partners with actuarial, data, analytics, claims, legal, compliance, and operational teams. Oversees cross-functional initiatives, digital transformation, regulatory alignment, and execution of portfolio strategies across distribution channels, lines of business, industries, and geographies.

Performs accounting and financial reporting activities for an insurance finance team, including journal entries, account reconciliations, GAAP and statutory flux analysis, financial projections, reporting schedules, audit support, and general ledger review. The role researches posting errors, explains financial results, supports process improvements, and coordinates with internal teams and external insurance agencies. It requires 3–4 years of accounting experience, strong GAAP knowledge, analytical ability, and proficiency with Microsoft Office tools.

Owns the end-to-end product lifecycle for Chubb Benefits technology transformation, including product vision, roadmap prioritization, requirements, solution design, acceptance criteria, testing, launches, and performance measurement. Partners with business and technical stakeholders across Agile and Waterfall environments, manages dependencies and risks, ensures regulatory compliance, and mentors multidisciplinary delivery teams. The role requires insurance or financial services experience, strong product ownership expertise, analytics-driven decision-making, and the ability to apply AI and machine learning capabilities.

Business Development Manager responsible for growing commercial insurance business across an assigned Chicago territory. Manages broker, agent, and distribution-partner relationships; develops sales plans; acquires new agencies and clients; builds pipelines; meets production and profitability goals; and coordinates with underwriting and field leadership on account pricing, proposals, and strategy.