Top Tech Jobs & Startup Jobs in Chicago, IL

Support FP&A team with forecasting, budgeting, variance analysis, monthly/quarterly reporting, financial modeling, dashboard maintenance, and ad-hoc analyses. Partner with cross-functional teams to collect inputs and improve reporting processes.

Lead and expand broker and consultant partnerships to drive ICHRA adoption. Own full sales cycle for small, mid-market, and enterprise employers; develop go-to-market plans; create sales enablement with Marketing; maintain pipeline discipline; represent the company at events and collaborate cross-functionally to convert opportunities into long-term partnerships.

Lead AI-first product strategy and roadmap for customer-facing healthcare plan discovery. Own full product lifecycle, define requirements and user stories, prioritize backlog, partner with engineering, data science, UX, and business teams, and measure outcomes. Serve as Product Owner in Agile, drive cross-functional alignment, conduct market research, and deliver data-driven product innovations that improve customer experience and business metrics.

Contract Independent Sales Agents handle inbound Medicare leads, advise beneficiaries on plan selection, manage licensing and carrier appointments, complete required training and certifications (AHIP), use eHealth CRM/software, and meet availability requirements during peak call hours. Compensation is commission-only with bi-weekly payouts.

The Director of Finance Analytics & Reporting will manage analytics projects and teams, ensuring accurate financial reporting and governance, while developing data models and dashboards to support strategic insights and decision-making.

The Sr. Staff Platform Engineer will lead the design and development of cloud-native internal developer platforms, focusing on AWS and AI/ML integration to empower engineering teams and streamline workflows.

The Senior Manager, Software Engineering will lead engineering teams in developing software solutions for financial systems and carrier integration, with a focus on leveraging AI technology for enhanced performance and data-driven decision-making.

The Associate General Counsel, Privacy and Technology provides legal guidance on privacy and security matters, develops policies, and negotiates agreements related to health insurance and technology.