Top Tech Jobs & Startup Jobs in Chicago, IL

Lead architecture and delivery of patient-facing pricing systems. Own data modeling, accuracy, and auditability. Ship features for pricing and cost-estimation, collaborate with product and engineering leaders, and mentor and grow the engineering team.

Lead enterprise sales into the Employer segment: own full sales cycle, build executive relationships, negotiate contracts, manage pipeline and forecasts, collaborate with Product, update Salesforce, and solve client business challenges to drive revenue.

Own full sales cycle for enterprise health systems: identify opportunities, build executive relationships, design solutions, negotiate contracts, close large complex deals, and collaborate with Product. Consistently meet aggressive quotas and use sales tools to manage pipeline and customer feedback.

Responsible for sales and expansion at Turquoise Health, managing the full sales cycle with high-level executive stakeholders in healthcare.

The Engineering Manager for Data Products will lead a team of engineers in building data analysis products, ensuring high-quality delivery, and fostering collaboration in a remote work environment.

Lead end-to-end ownership of personalization platform surfaces (onboarding, preferences, notifications, reporting). Define systems-level primitives, turn ambiguous horizontal challenges into concrete requirements, use data and AI prototyping to validate, and coordinate engineering, design, data, and GTM to ship scalable B2B SaaS experiences.

Lead the Contracts product roadmap for a B2B healthcare SaaS platform, applying deep reimbursement and managed care expertise. Partner with AI engineers to build contract-understanding models, drive adoption, iterate on workflows, create business cases, and coordinate cross-functionally with Legal, Finance, Sales, and SMEs to ensure compliant, revenue-aligned contract execution.

Own planning, scoping, and execution of tactical features and improvements for the Contracts product. Triage confirmed issue reports and support feedback, identify themes, prioritize engineering-ready requirements, perform UAT, partner with Customer Success and Engineering, and help operationalize intake and AI-powered workflows.

Build and operate the platform: manage EKS/Kubernetes, implement GitOps (ArgoCD), maintain CI/CD (GitHub Actions), define SLIs/SLOs, lead incident response/on-call and post-mortems, design observability (Datadog, Sentry, CloudWatch, Grafana), automate infra with IaC (Terraform/CloudFormation/Crossplane), write Python tooling, and shape platform architecture and self-service workflows.

Build and maintain scalable data pipelines for healthcare claims; implement de-identification and PII-reduction; ensure data quality and observability; integrate data stores and APIs; draft technical designs and documentation; gather product feedback and iterate quickly.