Top Insurance Jobs in Chicago, IL

The Account Manager engages with clients to achieve sales goals, manage accounts, provide business solutions, and maintain CRM updates, requiring B2B sales expertise.

Build and enhance AI and data solutions for insurance by collaborating with data architects, scientists, and engineers. Use AI-first tools and agents, design prompts, prototype generative AI, review AI-generated code for security and quality, track production trends, document patterns, participate in code reviews, and assist senior staff to scale AI capabilities across the platform.

Provide senior-level administrative support to Technology and Product leaders: manage complex calendars, coordinate travel and events, handle expense reports, improve administrative processes, and back up the Senior Executive Assistant to ensure seamless operations.

Lead fundamental equity research for assigned sectors, generate high-conviction investment ideas, and partner with portfolio managers to influence portfolio construction. Analyze company and industry fundamentals, screen securities, present written and verbal recommendations, attend meetings and conferences, and cover 20–40 securities while supporting client and prospect presentations.

Manage and grow an assigned book of mid/large-group benefit clients (500-4,999 lives). Ensure exceptional client and broker service, drive retention and profitable upsell/cross-sell, lead renewals and negotiations, collaborate with underwriting and service partners, mentor team members, support compliance and training, attend industry events, and implement process improvements. Hybrid role based in Chicago with up to 30% domestic overnight travel.

As an Insurance Advisor, you'll manage the client lifecycle, ensure client satisfaction, and drive sales through tailored insurance advice and proposals.

The Senior Product Marketing Manager owns platform messaging, leads product launches, collaborates on sales enablement, and conducts market research using AI tools to enhance performance and outcomes.

Manage employee relations, ensure labor law compliance, support performance management, administer benefits and leave, maintain HRIS data and reporting, run workforce analytics for diversity, support onboarding and headcount processes, and improve People systems and programs while partnering with leaders and cross-functional teams.

Lead HRMS implementation, maintenance and support activities: ensure data integrity, troubleshoot issues, design processes, build reports and dashboards, run testing and integrations, and partner with People teams on training and improvements.

Lead total rewards strategy and execution for compensation, incentives, equity, benefits, and wellness. Partner with People Partners, Talent Acquisition, and executives to maintain job architecture, audit pay equity, manage benefits programs, and support annual compensation and performance cycles.

Build and maintain rating and customer-facing models, support state expansion and DOI inquiries, produce actuarial deliverables (rate indications, reinsurance analysis, loss modeling), develop product profitability analytics, operationalize analytical frameworks, and improve automation and monitoring of pricing and forecasting processes.

Own core people operations including onboarding/offboarding, benefits, payroll, leave administration, compliance, HRIS operations and migration, PEO management, people reporting, policy evolution, and improving employee experience through operational excellence.

Assist the Chief Strategy Officer in executing corporate strategy, perform analysis, support decision-making, and develop strategies to enhance Agero's market position.

Own product intake, prioritization, and roadmaps; partner with business sponsors and engineering to define features, coordinate Agile delivery, remove blockers, ensure governance, and measure value delivery.