Top Tech Jobs & Startup Jobs in Chicago, IL

Own and extend Rightway’s commercial systems, especially Salesforce, by building Apex, Lightning Web Components, integrations, automations, and AI-powered tools. Improve commercial data quality, connect systems to the central data warehouse, and deliver solutions for sales and client success teams. The role is the first dedicated commercial systems engineer, with potential to mentor and manage future team members.

Build and maintain scalable dbt-based data models and analytics-ready datasets for pharmacy benefit management and care navigation. Translate healthcare workflows into auditable data products, implement data quality testing and reconciliation, optimize warehouse performance, and establish documentation, lineage, governance, CI/CD, and observability practices. Collaborate with technical and business teams to support reporting, financial analysis, self-service BI, and future AI-enabled analytics capabilities.

Leads enterprise sales of Rightway’s PBM solution to self-funded employers, TPAs, brokers, consultants, and coalitions. Responsibilities include prospecting, channel development, complex deal management, pricing and solution design, RFP and finalist presentations, contract negotiation, cross-functional coordination, Salesforce forecasting, and client onboarding support. The role requires deep PBM economics knowledge, strong broker and consultant relationships, profitable growth experience, and approximately 30% travel.

Leads strategic partnership and channel growth for a healthcare benefits company. Responsibilities include identifying and developing aggregator relationships, managing commercial processes from discovery through contracting, negotiating pricing, overseeing partnership managers, collaborating on partner implementation and account growth, informing product strategy, and maintaining Salesforce pipeline visibility. The role requires extensive healthcare or benefits consulting experience, PBM expertise, strong commercial leadership, and travel as needed.

Lead architecture and delivery across Rails backends and React frontends, build Node.js and NestJS platform integrations, establish testing and code-quality standards, mentor engineers, review code, and improve reliability, performance, and developer experience. The role requires technical ownership across multiple backend technologies and leadership in AI-assisted development practices.

Own client-facing technical implementation and support across SSO, file transformations, provider networks, engagement platforms, and eligibility workflows. Configure and validate systems, monitor file ingestion, investigate registration and data-quality issues, resolve standard problems, and coordinate escalations with engineering teams. Maintain implementation records, SOPs, knowledge bases, and QA checklists while partnering with Client Success, Implementation, Data Engineering, and Product to improve tooling and processes.

Manage key client relationships in the Pharmacy Benefit Management sector, ensuring high-quality service delivery and client satisfaction while coordinating with internal teams and leading client interactions.

Serve as a subject-matter expert for Rightway's Navigation and Unity solutions during client engagements. Support RFPs, pitches, demos, workshops, and enablement; translate client needs into actionable solutions; collaborate across product, delivery, marketing, and sales to drive implementation, optimization, and commercial outcomes.