Top Tech Jobs & Startup Jobs in Chicago, IL

Completes a nine-month sales training program focused on employee benefits, professional selling, and product knowledge. Supports sales offices through broker and customer meetings, cold calls, enrollment meetings, benefit fairs, post-sale service, and account executive assistance. Builds communication, presentation, negotiation, relationship-building, and analytical skills while learning MetLife’s group benefits products. Successful completion prepares the trainee to pursue an account executive role.

Supports the Group Benefits sales organization through training, customer meeting participation, technology exposure, and assigned sales duties. The intern will collaborate on a capstone project, present findings to leadership, develop business-to-business sales skills, and build professional networks. Successful completion may lead to an interview for a sales trainee position.

Leads third-party API integration initiatives from discovery through production launch. Translates business and partner needs into integration requirements, implementation plans, and delivery milestones. Coordinates API development, partner onboarding, operational readiness, governance, risks, and dependencies across internal teams, IT, vendors, and external partners. Serves as the primary contact for connectivity initiatives and ensures successful transition to ongoing support.

Leads AI and automation product strategy for disability and absence claims operations. Responsibilities include prioritizing AI opportunities, owning roadmaps, designing human-in-the-loop workflows, defining safeguards and success metrics, partnering with engineering, coaching Product Owners, managing delivery increments, and communicating operational impact to senior leadership.

Leads the AI automation product vision and roadmap for disability claims operations. Prioritizes AI and RPA opportunities, designs human-in-the-loop workflows, manages confidence and escalation controls, and aligns product strategy with engineering and operations. Directly manages and develops Product Owners across AI, analytics, foundation, and RPA teams while communicating business value and delivery trade-offs to senior leaders. Drives measurable operational transformation using agentic AI, LLMs, and scaled agile delivery.

Leads data strategy for MetLife’s Group Benefits business by connecting business and Data & Analytics teams, establishing shared definitions, resolving ownership gaps, and improving governance and quality. The role leads Data Councils, supports Agile Release Trains, removes data-related blockers, and strengthens data foundations for decision-making, service delivery, analytics, and AI initiatives.

Performs daily accounting functions supporting incoming and outgoing funds, including wire processing, disbursements, misdirected money, suspense reconciliations, and cash reconciliations. Analyzes financial transactions, maintains general ledger accounts, investigates discrepancies, resolves reconciliation exceptions, and improves accounting processes, controls, and compliance. Partners collaboratively across teams to ensure accurate financial records and reliable customer and business fund operations.

Sell pet insurance policies through inbound phone, email, and chat interactions. Build rapport with pet parents, educate customers on products, overcome objections, meet sales goals, and support retention through effective problem-solving. The role requires an active Property and Casualty license, completion of multistate licensing, reliable attendance, and availability for evening and rotating weekend shifts in a call center environment.

Manage a group benefits book of business ranging from 2 to 5,000 lives, serving as the primary broker contact and coordinating service delivery. Resolve escalations, support renewals, improve account performance, and identify cross-sell and growth opportunities. Lead client and broker meetings, provide consultative guidance on benefit plans, monitor service performance, and deliver data-driven engagement and education initiatives.

Monitors and reconciles data integrations between the Catalyst Claims Platform, HRIS/HCM systems, and customer Workday environments. Identifies and resolves data discrepancies, integration errors, and file-feed issues using Excel, EIB processing, and system updates. Partners with customers and internal teams, supports HRIS implementations, prepares operational reporting, uses AI tools for analysis and validation, and mentors new analysts. Requires disability or leave claims experience, HRIS integration knowledge, advanced Excel skills, troubleshooting, communication, and collaboration.