Engineering Jobs in Chicago, IL
Engineering jobs in Chicago are concentrated in infrastructure, manufacturing, and technology, with major activity in the Loop, Fulton Market, and the North Side corridors. Demand runs across civil, mechanical, software, and electrical disciplines, with Options Clearing Corporation, Google, and Invenergy among the active hirers right now. Scan the live roles below and apply to whichever ones fit.
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About You
You are driven to transform healthcare through software and believe that primary care, when powered by the right technology, can deliver dramatically better outcomes at lower cost. You are motivated by solving messy, real-world problems and turning them into scalable, elegant systems.
You operate with high ownership and high judgment. You are as comfortable writing production code as you are making architectural tradeoffs and prioritization decisions alongside business leaders. You thrive in ambiguity, move quickly, and care deeply about building things that actually work in the hands of end users.
You are not just an engineering leader. You are a builder, a systems thinker, and a partner to the business.
Who We Are
Oasis Health Partners (Oasis) is building healthier communities by advancing primary care.
We partner with patients, providers, and plans to provide personalized, local care for seniors. We believe that patient needs come first, and that primary care is the foundation of patient-centric healthcare. With Oasis, patients receive better access and care. Providers receive the data, resources, and expertise to be successful in value-based care arrangements. Payors get the benefit of a solution that improves performance, drives growth, and reduces the total cost of care in hard-to-engage markets.
Together, we will boldly advance primary care for those that need it most. We are excited for you to join us on this journey. We invite you to be a part of Oasis, where you will discover we listen first, do the right thing, build things together and go all in, while having fun!
Your Role
The Director, Software Engineering will report to the Vice President of Software Engineering and help build, operate, and scale our software engineering organization and technology platform. This is a hands-on, builder-first role. Initially, you should expect to spend ~80% of your time writing code, designing systems, and standing up core infrastructure. Over time, you will help hire and lead a small, high-leverage team, but this is not a traditional management-heavy role. We are intentionally building a lean engineering team and are looking for a player-coach who enjoys staying close to the technology while providing technical and operational leadership.
Today's value-based care (VBC) infrastructure is fragmented, reactive, and not built for the realities of modern care delivery. Providers are underserved by legacy tools that fail to integrate data, workflows, and decision-making in meaningful ways. Oasis is building a modern, AI-native platform to change that.
You will partner closely with the VP of Software Engineering and work alongside Product, Data Engineering, and Security to help define and build Oasis' next-generation provider enablement platform, including core application architecture, data integration strategy, and AI-native capabilities.
Core Expectations
Technical Leadership & Architecture
- Partner with the VP of Software Engineering on architecture and technology strategy, staying hands-on in design, code review, and technical decisions
- Evolve the architecture as the platform grows, and manage technical debt before it becomes a barrier
- Set pragmatic standards that balance scalability, security, maintainability, delivery speed, and cost
AI-Native Product Development
- Use AI-assisted development tools and agentic workflows to materially increase engineering velocity
- Embed AI directly into provider workflows (documentation, decision support, care coordination), building systems where AI is foundational, not additive
Cloud, DevSecOps & Platform Operations
- Own the reliability, security, and operation of the AWS platform, including infrastructure-as-code, CI/CD, and QA automation
- Establish monitoring, observability, SLOs/RTOs/RPOs, and incident response practices
- Build runbooks so critical platform knowledge isn't siloed on one person
Business Translation & Team Building
- Work directly with clinical, operations, and growth teams to turn ambiguous real-world processes into scalable products, prioritized by ROI
- Recruit and develop a small, high-performing engineering team, setting a high bar for quality, speed, and ownership
Key Responsibilities
- The provider enablement platform, including patient- and provider-facing applications
- Integrations across multiple EMRs and external data sources
- Secure, compliant architecture aligned to HIPAA, SOC 2, and HITRUST
- Engineering execution: roadmap translation, milestone planning, and delivery
In Your First 12 Months, You Will
- Contribute to the architecture and launch core components of Oasis' provider platform
- Implement initial QA automation, observability, and operational solutions and workflows
- Contribute to agentic SDLC operations, maturing our use of AI to deliver high quality, maintainable software
- Deliver production-grade patient and provider-facing applications
- Implement initial AI-powered workflows within provider operations
- Establish foundational engineering standards, infrastructure, and development velocity
What We're Looking For
Required:
- 10+ years of software engineering experience
- 4+ years in a technical leadership role (player-coach strongly preferred)
- Proven track record of personally building and delivering production systems
- Demonstrated experience using AI-powered solutions (i.e.: Claude Code) to deliver quality software solutions to production in a highly regulated environment
- Demonstrated experience applying LLMs and/or agentic workflows in real-world applications
- Deep expertise in AWS and modern cloud architecture
- Strong full-stack experience (e.g., React/Angular + Node.js/TypeScript or similar)
- Proficiency in Python and SQL
- Experience designing APIs and integrating with complex external systems
Strongly Preferred:
- Experience building QA automation and reporting solutions
- Experience building SRE solutions
- Experience building healthcare or provider-facing applications
- Experience working in HIPAA / SOC 2 / HITRUST environments
- Background in startup or high-growth environments
Investment in Our Team
- We invest deeply in our team's success; personally, and professionally. We offer comprehensive benefits, including medical, dental, vision, 401(k), and generous time off.
- More importantly, you'll be part of a mission-driven team building something that matters - alongside people who are deeply committed to improving care for seniors.
Why This Role Matters
- This is a high-conviction, high-investment hire for Oasis.
- We are making a deliberate bet on building differentiated, AI-native technology as a core driver of our success, and this role is central to that strategy.
- If you are looking to help define the technical foundation of a company, not just contribute to it, this is that opportunity.
The salary range listed reflects the full compensation range for this role level at Oasis and is designed to support growth over time. Actual offers may vary based on a candidate's skills, experience, and alignment with the scope of the role. Offers near the top of the range are uncommon and generally reflect exceptionally deep, directly relevant experience.
At this time, we are unable to sponsor employment visas. Candidates must be authorized to work in the United States without a current or future visa sponsorship. This role is open to applicants currently residing in the United States.
All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, gender identity, sexual orientation, national origin, protected veteran status, or disability status.
See All 137+ Engineering Jobs in Chicago
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Find Engineering JobsEngineering Job Market in Chicago
Who's Hiring
- Options Clearing Corporation13

- Google9

- Invenergy9

- WSP7

- Langan Engineering and Environmental Services7

Top Industries Hiring
- Consulting & Professional Services
- Technology & Software
Engineering Jobs in Chicago: Frequently Asked Questions
How do I get a engineering job in Chicago?
Focus your search on Chicago's core hiring sectors: infrastructure and transit, industrial manufacturing on the city's south and west sides, and the growing tech and software cluster in Fulton Market and the Loop. Employers here favor candidates who can point to project-specific outcomes, whether that's infrastructure builds, product launches, or process improvements. Networking through local engineering societies and attending industry events at the Merchandise Mart can also open doors that job boards alone won't.
Which companies hire engineerings in Chicago?
Companies currently hiring engineerings in Chicago include Options Clearing Corporation, Google, and Invenergy, per current listings on Migrate Mate as of September 2026. Chicago's engineering employer base is unusually broad, mixing legacy industrials and utilities alongside fast-growing tech firms and large engineering consultancies with deep civic and infrastructure project pipelines.
Are there remote engineering jobs in Chicago?
Yes, though availability depends heavily on the discipline. Hands-on roles in civil, mechanical, and manufacturing engineering are largely on-site, while software, systems, and data engineering roles offer far more flexibility. About 70% of engineering openings tied to Chicago are remote or hybrid as of September 2026, with the highest share concentrated in software and cloud infrastructure roles tied to the Fulton Market and Loop tech sectors.
How can I get a engineering job in Chicago with little or no experience?
The most realistic entry path in Chicago is through internships or co-ops with the city's large engineering consultancies and utilities, which run structured programs specifically designed to convert entry-level candidates into full-time hires. Targeting roles like junior engineer, field technician, or engineering analyst gives you a foot in the door. Chicago's transit and infrastructure agencies also hire entry-level engineers regularly, and community college and Illinois Tech connections carry real weight with local employers who recruit from those pipelines.
Which industries hire the most engineerings in Chicago?
The sectors hiring the most engineerings in Chicago are Consulting & Professional Services and Technology & Software, based on current listings on Migrate Mate as of September 2026. Chicago's position as a Midwest logistics hub, combined with its legacy in manufacturing and a rapidly expanding tech sector, keeps demand across multiple engineering disciplines consistently high within the city.
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