Top Tech Jobs & Startup Jobs in Chicago, IL

Lead workforce capacity modeling, forecasting, and staffing strategy for Care Team operations. Build tools, dashboards, and processes to align resourcing with growth, support hiring and onboarding timelines, and analyze utilization to drive operational improvements across Care, Product, Marketing, and Finance.

Own full‑cycle recruiting across sales, operations, engineering, and clinical roles. Partner with hiring managers to build interview plans, source and screen candidates, manage pipelines through offer, maintain Ashby ATS and reporting, implement AI to streamline hiring, and build employer brand and candidate experience.

Lead and optimize email and direct mail enrollment programs, run structured experiments, analyze the enrollment funnel, integrate offline and online channels, support employer/health-plan stakeholders, present insights to leadership, and maintain team marketing operations. Drive segmentation, personalization, creative testing, and lifecycle architecture to increase member enrollments.

Own enterprise client relationships to drive engagement, retention, renewals, and expansion. Deliver data-driven business reviews, resolve client issues, contribute playbooks, and collaborate cross-functionally. Travel 20–30% as needed to build strong partnerships.

Own end-to-end enterprise client implementations from kickoff through go-live and handoff. Gather business requirements, translate them into internal specs, coordinate cross-functional workstreams, manage timelines and risks, serve as primary client contact, and develop playbooks to scale the implementation function.

Build and architect insurance and data infrastructure for eligibility, verification, and claims. Lead partner implementations to get employers, health plans, and channels live. Make technical decisions at the 0-to-1 stage, write clear documentation, maintain production systems, and use AI tools to scale impact on a fully remote team.

Lead enterprise sales to employers and health plans: develop and execute sales strategies, source and manage pipeline, close deals through contracting and implementation, stand up and optimize sales programs, and collaborate cross-functionally to meet revenue targets.