Top Tech Jobs & Startup Jobs in Chicago, IL

Leads AI performance and quality operations across frontline voice and chat agents. Builds AI-powered interaction monitoring, evaluation, coaching, visualization, and feedback systems that improve member experience and team performance. Partners with frontline leaders to drive adoption, scale successful frameworks, and oversee operators and agent builders. Requires strong data fluency, systems thinking, communication, people leadership, and hands-on familiarity with modern AI tools.

Build and deploy paid digital marketing campaigns across Meta, YouTube, Search, and other channels. Coordinate with ad vendors and creative teams, ensure compliant and error-free materials, manage creative requests, and track channel performance using Looker and Google Sheets. The role requires campaign optimization, marketing measurement, strong organization, problem-solving, adaptability, and cross-functional collaboration in a regulated industry.

Leads cost accounting policies, allocation methodologies, profitability analysis, intercompany reporting, financial modeling, monthly close activities, variance analysis, business cases, and ROI reviews. Partners cross-functionally to improve processes, controls, reporting tools, and cost performance. Supports audits and regulatory inquiries while educating operational teams on financial results. Requires substantial cost accounting and FP&A experience, advanced modeling skills, and familiarity with ERP, planning, or BI systems.

Lead product strategy and roadmap execution for healthcare initiatives, driving measurable outcomes in cost reduction, clinical quality, service experience, retention, and team efficiency. Partner with Clinical, Operations, Data Analytics, Engineering, and Compliance teams; communicate product insights to senior stakeholders; and serve as the subject matter expert for digital service delivery. The role requires strong software product management experience, healthcare expertise, data-driven decision-making, and the ability to ship consumer, practitioner, and AI-enabled products.

Manage day-to-day administration of employee health, welfare, retirement, and wellness benefits. Support employee inquiries, qualifying life events, eligibility verification, HRIS and payroll integrations, benefit communications, onboarding, open enrollment, system testing, vendor coordination, and process improvement. The role requires translating complex benefits information into accessible communications and presentations while partnering with HR, payroll, HRIS, consultants, and vendors.

Prepare monthly, quarterly, and annual statutory financial statements and supplemental filings for NAIC and state regulators. Support insurance audits, reconciliations, filing submissions, reporting-system testing, and reinsurance accounting initiatives. Review filings, lead ad hoc finance projects, improve processes, maintain documentation, and meet strict reporting deadlines in a fast-paced environment.

The Senior Treasury Manager leads cash management, liquidity forecasting, international and multi-currency banking, debt and covenant compliance, capital flows, investments, treasury controls, audits, and policy administration. The role owns Kyriba, manages banking and payments relationships, supports regulated and commercial entities, and partners across Finance, Legal, Tax, Accounting, Compliance, and clinical organizations. Initially an individual contributor, this position may develop and manage a team as the treasury function expands.

Lead end-to-end operational and financial audits, including risk assessment, planning, testing, documentation, issue development, and reporting. Review audit workpapers, coach internal and co-sourced auditors, support QAIP readiness, contribute to the annual audit plan, and build stakeholder relationships. Apply data analytics, AI, and agile techniques to improve audit quality and efficiency while ensuring compliance with IIA standards and internal methodology.