Lead Forward Deployed Engineer / Applied AI / Hybrid in Chicago

A fast-growing healthcare technology company is seeking a full-time Lead Software Engineer to join its team in Chicago, IL (hybrid schedule). This organization is leveraging artificial intelligence and voice automation technology to modernize patient communications and improve healthcare outcomes. The role offers the opportunity to develop AI-driven solutions, integrations, and data workflows that directly impact thousands of patient interactions.

This opportunity is ideal for an engineer who enjoys building solutions that bridge technology and business needs. The team is seeking someone who thrives in a customer-focused environment, enjoys solving complex integration challenges, and wants significant ownership over products deployed in production. You'll work closely with stakeholders across engineering, product, and customer-facing teams while helping shape the future of healthcare AI technology. Required Skills & Experience

• 3+ years of software engineering experience
• Strong professional development experience with Python
• Experience designing and consuming REST APIs
• Hands-on integration experience with third-party systems
• Knowledge of OAuth, API authentication, and webhooks
• Experience working with JSON, CSV, and data pipelines
• Familiarity with Docker and Kubernetes environments
• Experience with cloud-based applications
• Strong communication and stakeholder management abilities
• Ability to work independently in a fast-paced environment

Desired Skills & Experience

• Voice AI or conversational AI experience
• Twilio, Genesys, Five9, or related telephony platforms
• Experience with LLMs and AI-enabled applications
• Healthcare technology experience
• Familiarity with FHIR, HL7, or HIPAA environments
• Java or Kotlin development experience
• Client-facing implementation or solutions engineering background
• Experience with LangChain, LangGraph, or agent frameworks
• Startup experience

What You Will Be Doing Tech Breakdown

• 50% Python Development
• 20% API Integrations & Automation
• 15% AI / Voice Agent Development
• 15% Cloud Infrastructure & Deployment

Daily Responsibilities

• 80% Hands-On Engineering
• 5% Management Duties
• 15% Team Collaboration

The Offer You will receive the following benefits:

• Competitive base salary
• Medical, Dental, and Vision Insurance
• Vacation Time
• Equity / Stock Options
• Opportunity to work with cutting-edge AI technologies
• Career growth within a rapidly scaling organization

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

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