Lead AI Engineer / Chicago Local / RCM

A healthcare technology organization is seeking a Staff/Lead Software Engineer to help launch a new AI-enabled platform focused on revenue cycle management, claims workflows, and healthcare operations. This is a hybrid full-time opportunity with remote flexibility available for professionals located in the Chicago area.

The organization is investing heavily in the next generation of AI-powered healthcare software and is searching for a senior engineering leader who can act as the technical anchor for a new platform. The ideal candidate enjoys owning outcomes, partnering closely with users and business stakeholders, and influencing both product strategy and technical direction.

The engineering environment leverages AWS, Python, JavaScript/TypeScript, event-driven architecture, modern databases, and emerging AI-agent technologies. This role combines hands-on engineering, product collaboration, and technical leadership within a highly visible initiative. Engineers on this team are expected to help determine what should be built, not simply execute requirements.

This is a chance to drive meaningful impact while working on modern technologies and AI-enabled products in a rapidly evolving healthcare market. Required Skills & Experience

• 10+ years of professional software engineering experience
• Experience leading architecture and technical direction
• Strong Python development experience
• JavaScript and/or TypeScript expertise
• Experience developing RESTful APIs and distributed systems
• Event-driven architecture experience
• Strong database design and SQL skills
• AWS cloud platform experience
• Experience collaborating directly with business stakeholders and product teams
• Strong communication and mentorship capabilities

Desired Skills & Experience

• Revenue Cycle Management (RCM) experience
• Healthcare, HIPAA, EMR, or EHR experience
• Claims processing knowledge
• Eligibility, denials, collections, or A/R workflow experience
• AI-driven application development
• LLM, Bedrock, or AI-agent orchestration experience
• SaaS platform development experience
• Product engineering mindset

What You Will Be Doing Tech Breakdown

• 40% Backend Engineering (Python)
• 20% Front-End Development (React/TypeScript)
• 20% AWS Cloud & Event-Driven Services
• 20% AI Workflow & Agent Integration

Daily Responsibilities

• 75% Hands-On Engineering
• 10% Technical Leadership & Mentoring
• 15% Product & Stakeholder Collaboration

The Offer You Will Receive The Following Benefits

• Competitive base salary
• Bonus eligible 10-15%
• Wellness benefits
• Professional Development Programs
• Employee Stock Purchase Program
• Medical, Dental, and Vision Insurance

Applicants must be authorized to work in the U.S. on a full-time basis now and in the future.

Posted By

Olivia Policastro