Lead AI Engineer / Chicago, IL / Hybrid

Chicago, IllinoisRemote LocalFull Time$170k - $200kLooking for an opportunity where you can influence product strategy, architecture, and the future of AI in healthcare? Healthcare technology division of a public traded company, is seeking a Lead Software Engineer IV to join their growing team. This is a full-time opportunity that can be based remotely anywhere in the United States or hybrid in Chicago, IL. You'll work with cutting-edge technologies including Python, JavaScript/TypeScript, AWS, event-driven architectures, relational databases, and AI-powered workflows to build next-generation Revenue Cycle Management (RCM) solutions used by thousands of healthcare providers nationwide. What makes this role stand out is the chance to help build an entirely new AI-enabled platform from the ground up. You'll serve as a hands-on technical leader on a highly visible initiative that combines healthcare technology, automation, AI agents, and modern software engineering. The team is looking for a product-minded engineer who enjoys solving real business problems, partnering directly with users, influencing technical direction, mentoring engineers, and shipping impactful products. If you're excited about building AI-powered software in a healthcare environment while maintaining strong work-life flexibility and high ownership, this is an exceptional opportunity.Required Skills & Experience10+ years of professional software engineering experience Experience leading technical direction and mentoring engineering teams Strong development skills with Python and/or JavaScript/TypeScript Full-stack application development experience API design and development experience Event-driven architecture experience Message queues, event streams, and asynchronous workflow development Strong SQL skills Database schema design and optimization Experience with ORMs Cloud platform experience, preferably AWS Product-focused engineering mindset Strong communication and stakeholder management skills Ability to work cross-functionally with technical and non-technical teams Experience leveraging AI throughout the software development lifecycle Desired Skills & ExperienceExperience integrating LLMs and AI agents into production applications AI orchestration and human-in-the-loop workflow experience Healthcare technology experience Revenue Cycle Management (RCM) experience Claims processing experience Eligibility and denial management workflows Accounts Receivable (A/R) workflow experience HIPAA-compliant application development Startup or high-growth SaaS experience Experience building highly scalable distributed systems What You Will Be DoingTech Breakdown35% Python Development 25% JavaScript / TypeScript Development 15% AWS Cloud Infrastructure 15% SQL & Database Design (Postgres, MySQL, MSSQL) 10% AI / LLM & Agent Orchestration Daily Responsibilities75% Hands-On Engineering 10% Architecture & Technical Leadership 15% Team Collaboration, Product Partnership & Mentorship The OfferBonus eligible Employee Stock Purchase Program (ESPP) 401(k) with company match and immediate vesting You will receive the following benefits:Medical, Dental, and Vision Insurance Flexible Time Off (FTO) Wellness Program & Annual Wellness Stipend 401(k) Match Professional Development Opportunities Employee Stock Purchase Program Hybrid or Fully Remote Flexibility Applicants must be currently authorized to work in the United States on a full-time basis now and in the future. Sponsorship is not available for this position. L#LI-zs