Top Tech Jobs & Startup Jobs in Chicago, IL

Own production health and performance for AI-enabled claims products across Disability & Leave. Monitor SLAs and UX, lead incident triage and RCA, prioritize fixes with engineering and operations, drive systemic improvements, and oversee FINEOS/Catalyst integration and optimization.

Handle inbound phone, email, and chat inquiries to educate pet owners, recommend and sell pet insurance policies, meet sales and performance goals, resolve customer questions, build rapport, and maintain product knowledge in a fast-paced contact center environment.

Partner with Product Directors to deliver reporting, analysis, and market-ready insights for Dental and Vision. Provide rapid support to Sales, brokers, and account teams, analyze network and plan design, identify risks and optimization opportunities, and produce external-ready materials and recommendations for regional market execution.

Serve as Product Owner for disability reporting and claims migrations to the Catalyst platform. Define requirements, create features/user stories, manage multiple customer migrations, coordinate cross-functional teams, support testing and validation, identify risks, and ensure successful implementation and post-migration outcomes and stakeholder sign-off.

Provide phone and digital customer support for insurance policy, billing, and coverage inquiries; resolve complex issues using AI-guided tools; validate AI summaries; document interactions; escalate when needed; participate in training and continuous improvement.

Partner with U100 sales to drive small-business growth by delivering analysis, reports, dashboards, and strategic sales support. Recommend process improvements, correct operational errors, lead projects, train sales on platforms, and support renewals and financial/contract evaluations.

Define customer needs and design product solutions for disability and absence benefits. Analyze data to identify gaps, reengineer processes using AI and APIs, manage backlog focused on value delivery, and partner with stakeholders to validate solutions and improve customer and operational outcomes.

Sell and manage group benefits (life, disability, dental, vision, voluntary) in the Utah market. Build broker and client relationships, develop strategic sales plans, grow renewals and new business for 2,000–4,999 life groups, coordinate cross-functionally for implementation, and track pipeline and sales activity to meet territory goals.

Manage relationships with third-party administrators, vendors, brokers, and Korea-based clients. Negotiate domestic and international vendor and client contracts and SLAs, monitor vendor performance, lead renewals, handle claims escalations, deliver Korean-language onboarding presentations and materials, translate portal/content, and pursue new business opportunities with brokers.

Lead architecture, modernization, and development of Group Insurance applications. Modernize mainframe monoliths into Java microservices and micro-frontends on cloud, mentor distributed Agile teams, collaborate with enterprise architecture, product owners and infrastructure, and enable test automation and integrations. Approximately 10% domestic travel.