• Skip to primary navigation
  • Skip to main content
  • Skip to footer

Side Hustles

Side Hustles

Side Hustles For All

  • Best Side Hustles
    • Woman sitting on a pile of coins and working on a laptop surrounded by icons representing different side hustle ideas

      31 Best Side Hustles to Earn Extra Money in 2026

    • Bicycle courier delivering food for their side hustle.

      What Is a Side Hustle?

    • Remote worker sitting at his desk making money from home

      18 Ways to Make Money from Home (Online and Offline Jobs)

    • By Category
      • Arts & Crafts
      • Business Services
      • Caregiving
      • Creative Services
      • Digital Freelance Services
      • View All
    • By Lifestyle
      • I’m introverted
      • I’m a man
      • I’m a woman
      • I’m a stay-at-home mom
      • I’m unique
      • View All
    • By Profession
      • Artists & Creatives
      • Musicians
      • Nurses
      • Physicians
      • Teachers
      • View All
    • By Age Group
      • College Students
      • Teens
      • Age 50+
      • Seniors
      • View All
    • By Skills & Interests
      • Get Paid to Lose Weight
      • Get Paid to Play Games
      • Get Paid to Read
      • Get Paid to Sleep
      • Get Paid to Travel
      • View All
  • Best Gig Apps
    • Freelance worker popping out of a phone screen and considering gig apps on the App Store and Google Play

      Top 6 Gig Apps to Make Real Cash in 2026

    • Smartphone surrounded by the icons of different money-making apps

      Top 10 Best Money-Making Apps to Try in 2026

    • two teenagers using job apps on a phone and laptop

      19 Job Apps for Teens to Find Jobs and Make Money

    • By Gig Type
      • Cashback
      • Data Entry
      • Delivery
      • Games
      • Product Testing
      • View All
    • By Payment Method
      • Bingo Games that Pay to Cash App
      • Games that Pay Real Money
      • Games that Pay to Cash App
      • Games that Pay via PayPal
      • Surveys that Pay to Cash App
      • View All
    • By Benefits
      • $20 Signup Bonuses
      • $25 Signup Bonuses
      • $50 Signup Bonuses
      • Best Signup Bonuses
      • Instant Signup Bonuses
      • View All
    • By Skills & Interests
      • Driving
      • Losing Weight
      • Playing Games
      • Product Testing
      • Watching Ads
      • View All
  • Job Hunting
    • Freelance worker browsing a job post on a freelance job board.

      23 Job Boards You Can Use to Find Remote Work

    • Freelance writer sitting at her laptop working on a project

      15 Best Remote Jobs That Require No Paid Work Experience

    • Teenager sitting at laptop working an online job

      14 Online Jobs for Teens (With No Experience)

    • Freelancing
      • Freelance Writing Sites
      • Freelance Writing Job Boards
      • Freelance Writing Platforms
      • View More
    • Gig & Shift Work
      • Gig Work Apps
      • On-Demand Work Apps
      • Shift Work Apps
      • View More
    • GPT (Get Paid To)
      • Microtasking
      • Product Testing
      • Survey Taking
      • View More
    • Remote Working
      • Best Remote Job Boards
      • Top 15 Remote Jobs
      • View More
  • Job Board
    • Work Schedule
      • Part-Time Jobs
      • Per-Diem Jobs
      • Go Search
    • Work Environment
      • Hybrid Jobs
      • Remote Jobs
      • Go Search
    • Employment Type
      • Contractor Jobs
      • Internship Jobs
      • Temporary Jobs
      • Go Search
    • Job Title
      • Accounting Jobs
      • Data Entry Jobs
      • Nursing Jobs
      • Online Teaching Jobs
      • Software Engineer Jobs
      • Go Search
    • State
      • California Jobs
      • Florida Jobs
      • New York Jobs
      • Pennsylvania Jobs
      • Texas Jobs
      • Go Search
    • City
      • Chicago, IL
      • Houston, TX
      • Los Angeles, CA
      • New York City, NY
      • Phoenix, AZ
      • Go Search

Home Flexible Job Board Director, Software Engineering

$159,000–200,000/yr 5d ago

Director, Software Engineering

Boost your chances before you apply.

  • ✨ Apply 10x Faster Free

    It takes 30+ tailored applications to land jobs like this one. We'll help you get that done in 1 hour.

    No Credit Card Required

  • Proceed to Application Go directly to the company's job page to apply.
Logo

Oasis Health Partners

Chicago, IL, US

Full-time Permanent Remote

✨ Apply 10x Faster

Analyze your resume for missing keywords, then one-click optimize it. Don't be anything less than a 100% match candidate.

Free

No Credit Card Required

Summary

The Director of Software Engineering will lead the development of a modern, AI-native provider enablement platform while remaining hands-on with architecture and coding. They will partner with business leaders to scale engineering operations, build high-leverage teams, and ensure robust infrastructure and security compliance.

Job Description

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.

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.

About the company

Oasis Health Partners

Recognized as one of the 2026 Best Places to Work in Healthcare by Modern Healthcare.

Oasis Health® is a value-based healthcare organization focused on building healthier communities by advancing primary care. We partner with patients, providers and health plans to provide personalized, local care for seniors across America.

Founded

2022

Company size

51-200 employees

Industry

Hospitals and Health Care

Org type

Privately Held

Headquarters

Columbia, South Carolina

Apply Now

About the company

Oasis Health Partners

Recognized as one of the 2026 Best Places to Work in Healthcare by Modern Healthcare.

Oasis Health® is a value-based healthcare organization focused on building healthier communities by advancing primary care. We partner with patients, providers and health plans to provide personalized, local care for seniors across America.

Founded

2022

Company size

51-200 employees

Industry

Hospitals and Health Care

Org type

Privately Held

Headquarters

Columbia, South Carolina

Footer

sidehustles.com
Facebook Twitter Instagram LinkedIn Reddit TikTok YouTube

Show Me The Money

  • Side Hustle Basics
  • Side Hustle Job Board (Remote & Part-Time Jobs)
  • Gig App Reviews
  • Job Hunting
  • Manage Your Money
  • The Gig Apple: News & Events

Company

  • About Us
  • Contact Us
  • Become a Contributor
  • Advertising & Sponsorships
  • Partner With Us
  • Editorial Guidelines

Side Hustles © All rights reserved

  • Privacy Policy
  • Terms of Service

Thanks for using our free job board

Your review would mean a lot to us.

If you love that we're just giving away remote jobs for free with no paywall, please spread the word. (You will need to create an account on Trustpilot, for which we'll be eternally grateful.) Good luck out there!

Leave a Review Not yet. Send me to the job post.