Top Insurance Jobs in Chicago, IL

Handle calls and emails from agency offices, accounts, and policyholders. Explain billing statements, assist users with the online billing system, research account issues, resolve complex billing questions, and support business owners and bookkeepers with invoices. Provide timely, high-quality customer service, manage stressful interactions, participate in phone rotation, and work independently in a remote environment.

Support product development and pricing by building rating models, expanding product analytics, producing actuarial deliverables (rate indications, reinsurance analysis, loss modeling), operationalizing insights, designing analytical frameworks, and integrating automated processes and monitoring tools to scale actuarial capabilities.

Design, develop, and deploy machine learning models and pipelines to optimize operations. Lead full ML project lifecycle, ensure model evaluation/monitoring, collaborate cross-functionally, mentor junior engineers, and drive continuous improvement in ML applications and processes.

Own operational reporting, diagnostic analysis, capacity planning, platform administration, system changes, process improvement, and cross-functional program execution. Partner with Product, Engineering, workforce planning, vendors, training, and quality teams to improve operational performance. Lead accountability mechanisms, roadmap alignment, AI and automation initiatives, and scaled delivery while mentoring teammates and influencing without formal authority.

Leads cross-functional operational excellence and transformation programs across multiple business domains. Responsibilities include process architecture, Lean and Six Sigma methodology application, stakeholder influence, change management, AI-assisted workflow redesign, automation governance, performance measurement, and executive communication. The role coaches stakeholders, manages complex initiatives, delivers measurable efficiency improvements, and develops sustainable operational frameworks with long-term organizational impact.

Support the Securities-Based Lending (SBL) Solutions Desk by assisting customers and financial representatives, coordinating with Credit Risk and Operations, resolving collateral and credit issues, performing outbound client communications, preparing regulatory and management reporting, and recommending servicing improvements to senior leadership.

The SI Business Analyst will drive integration between business needs and technical delivery, focusing on insurance and healthcare systems. Responsibilities include capturing requirements, performing gap analysis, designing workflows, and leading cross-functional teams to optimize system performance and support digital transformation initiatives.

Transform data into actionable insights by building dashboards, reports, and visualizations. Partner with cross-functional teams and data engineering to ensure data quality, lineage, and AI-ready metadata. Audit datasets, define monitoring rules, document data dictionaries, pilot AI-assisted BI tools, and apply hypothesis-driven analysis to surface insights that inform business decisions.

Build and manage broker and independent agent relationships for commercial P&C lines. Recruit and onboard producers, train them on the SafeLease portal, drive submission-to-bind pipeline, partner with underwriters, and grow/retain broker-sourced premium while serving as primary account contact and product advocate.

Leads and builds HUB International’s Technology Governance function, including staffing, operating model development, governance documentation, control framework ownership, regulatory traceability, audit readiness, compliance monitoring, remediation, business continuity, and executive reporting. The role operationalizes technology controls across TechOps domains, establishes governance libraries and workflows, coordinates audits, and develops an authoritative, sustainable control environment in a regulated organization.

Maintain, enhance, and support enterprise applications on IBM i (AS/400) using RPGLE. Lead modernization efforts (VS Code, Code for IBM i, Git/GitHub), develop database solutions (MS-Access, OpenEdge Progress), build Visual Basic integrations, perform Linux system administration, troubleshoot issues, gather requirements from business users, and document technical specifications.

Provide absence management consulting for short-/long-term disability, workers' comp, FMLA, ADA, statutory leave, and PTO. Analyze carrier and employer data, support vendor RFPs/implementations, develop strategy and evaluation criteria, and represent HUB at events. Collaborate with clients to design and implement absence program solutions and manage vendor relationships.