Top Tech Jobs & Startup Jobs in Chicago, IL

Build and maintain dbt and semantic data models in Snowflake, develop ingestion and transformation pipelines, define trusted product metrics, and improve data collection. Partner with Product and Engineering to support experimentation and feature analysis. Establish data quality testing, documentation, HIPAA-aware access controls, and compliance practices. Use and validate AI-generated code and Snowflake Cortex outputs while raising technical standards across the team.

The Vice President of Finance will lead FP&A, budgeting, forecasting, financial modeling, capital planning, reporting, and IPO readiness. The role partners with executive leadership, oversees financial systems and controls, supports fundraising and investor relations, manages financial risk, and builds a high-performing finance organization. This leader will strengthen scalable infrastructure, ensure GAAP-compliant reporting, guide capital allocation, and provide strategic financial insights for a rapidly growing healthcare company.

Lead product strategy and roadmap for claims automation, defining where AI and deterministic logic apply. Design human-in-the-loop workflows, audit trails, evaluation frameworks, and metrics. Lead cross-functional teams to deliver integrations, migrations, and AI-powered features while navigating regulatory constraints and measuring performance with data-driven experiments.

Act as primary liaison for existing employer groups, drive satisfaction and retention, attend virtual and in-person meetings across Texas, lead renewals and negotiate pricing, provide enrollment education and support, resolve escalations, and collaborate with internal teams to ensure successful implementation and group outcomes.

The Head of Enterprise Sales will lead the sales strategy, drive growth, secure national client accounts, and collaborate with internal teams at Sidecar Health.