Director, Software Engineering

Oasis Health Partners; Chicago (IL); On-site; USD 159,000 - 200,000; Full time

Benefits offered by this job

Medical benefits

Dental benefits

Vision benefits

401(k)

Generous time off

Job summary

Oasis Health Partners is seeking a Director of Software Engineering to lead and scale our AI-native provider enablement platform. This role blends hands-on coding with strategic leadership, partnering with Product, Data Engineering, and Security to deliver high-impact, compliant software for value-based care.

You will spend substantial time architecting, coding, and building a lean, high-leverage team, while ensuring reliability, security, and meaningful business outcomes.

Qualifications

• 10+ years of software engineering experience.
• 4+ years in a technical leadership role (player-coach strongly preferred).
• Proven track record of building and delivering production systems.

Responsibilities

• Partner with the VP of Software Engineering on architecture and technology strategy, while staying hands-on in design and code reviews.
• Evolve platform architecture, manage technical debt, and set standards balancing scalability, security, maintainability, delivery speed, and cost.
• Own reliability, security, and operation of the AWS-based platform, with CI/CD, IaC, QA automation, monitoring, and incident response.

Skills

Full-stack development

AI-powered solutions

Technical leadership

System design

Tools

AWS

Python

SQL

React/Angular

Node.js/TypeScript

Job description

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 buildOasis’ 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 ahigh‑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.

Salary Range

$159,000 - $200,000 USD

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.

Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.

As set forth in Oasis Health Partners’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:

A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.

A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.

An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.

An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.