đ ď¸Founding DevOps Engineer
Joyful Health
Software Engineering
Posted on Nov 25, 2025
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Founding DevOps Engineer
About Joyful Health
Building the financial operating system for healthcare, and bringing the joy back to healthcare by fixing the financial chaos behind it.
The healthcare payment system is a complex and inefficient maze - healthcare practices leave $125 billion in revenue uncollected each year, lost in the chaos of fragmented financial data, manual workflows, and opaque payer systems. This financial uncertainty leaves practices struggling to stay afloat, while valuable revenue slips through the cracks.
Joyful Health is building the AI-powered financial operating system for healthcare practices. Our mission is to bring the joy back to running a private practice by simplifying financial operations so providers can focus on patient care. We spent 10 months working as fractional CFOs for a dozen practices, doing this work side by side with providers as we developed our product.
We just closed a funding round led by world-class investors and angels including the founders of MongoDB & KAYAK.
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We have an enormous opportunity in front of us. The broken healthcare payment ecosystem impacts practices of all sizes, and the opportunity to make a real difference is massive. If youâre passionate about empowering medical practices and excited to tackle one of the most important (& challenging!) problems in healthcare, weâd love to meet you. Apply here: Joyful Health CareersJoyful Health Careersâ
The Role
Role Description
Weâre hiring a founding DevOps engineer with deep experience across Kubernetes, cloud infrastructure, CI/CD, and production-grade reliability. Youâll own the foundation that powers everything we buildâour deployment architecture, service mesh, observability stack, and core platform reliability.
Our platform ingests, reconciles, and analyzes large volumes of messy financial data from every type of healthcare system imaginable. Keeping that pipeline stable, secure, and scalable is mission-critical. In a landscape where every customerâs environment is different, highly repeatable infrastructure and robust automation are differentiators.
Youâll design, build, and operate the core infrastructure that allows us to ship fast, stay reliable, and onboard customers seamlessly. As one of the earliest engineers on the team, youâll shape our architecture, engineering practices, and culture from day one.
This is a full-time role, based in NYC.
What youâll do
Accelerate the entire engineering team by building novel tooling, automation, and proven DevOps best practices that dramatically increase development velocity
Design and maintain high-leverage CI/CD workflows (GitHub Actions) that make shipping safe, fast, and frustration-free
Own our Kubernetes-based platform end-to-end: architecture, deployment strategy, scaling, and overall reliability
Build a stable, automated infrastructure layer around our Python services, ingestion pipelines, and compute workloads
Implement robust observability (metrics, logs, tracing) and build a clean operational picture of system health
Establish strong security foundations: secrets management, IAM hardening, system-level policies, and compliance-friendly patterns
Improve and optimize PostgreSQL performance, monitoring, and operational stability across workloads
Drive the teamâs infrastructure roadmap and ensure our architecture supports rapid onboarding and growth
Build internal tooling that reduces complexity, eliminates manual ops, and gives engineers âsuperpowersâ
Collaborate closely with engineering and product to ensure that infra choices enableânot constrainâour product velocity
Weâd love to hear from you ifâŚ
Youâre energized by Joyful Healthâs missionâbuilding tools that help providers take control of their financial health
You want to shape foundational architecture at an early-stage startup and influence technical decisions for years
You thrive in ambiguous environments and take pride in owning problems end-to-end
You value craftsmanship, reliability, and clean abstractionsâinfra that feels elegant, not duct-taped
You have 5+ years of experience in DevOps/SRE/platform engineering roles
You have strong experience with:
Kubernetes (EKS or GKE preferred)
Python engineering workflows
CI/CD (GitHub Actions or similar)
PostgreSQL performance, operations, and tuning
Infrastructure-as-code (Terraform preferred)
Cloud networking, security, and IAM best practices
Our Value Prop to You
At Joyful Health, weâre on a mission to fix one of the most broken systems in healthcare. Joining us means having the opportunity to make a direct, meaningful impact on the lives of clinicians and the financial health of their practices. Hereâs what you can expect from working with us:
đ Meaningful Impact Youâll be tackling one of the most complex challenges in healthcareâhelping practices thrive in a chaotic financial landscape. Your work will directly contribute to solving one of the most hair on fire problems for providers, ensuring that they can focus on what they do best: caring for patients.
đ Autonomy & Ownership As an early team member, youâll have significant autonomy and the chance to shape our company from the ground up. Youâll have ownership over your work and the freedom to challenge the status quo in an environment that values initiative and creativity.
đ Growth & Learning Weâre a small, ambitious team with big goals, which means youâll be constantly learning and growing. Youâll take on new challenges, expand your skill set, and have direct access to experienced founders and advisors who are invested in your development. We also offer stipends for professional development courses & books (that we often will partake in together!) so we can all continuously grow.
đ° Competitive Compensation & Equity We believe that our team is our most valuable asset. We offer competitive compensation packages, strong equity, and the opportunity to share in the success of Joyful Health. We want you to feel supported, both financially and professionally, as we grow together.
â¤ď¸ Be Your Best Self We provide the benefits you need to stay happy and healthy, including comprehensive healthcare benefits, unlimited PTO (with a minimum of 10 days off a year), and flexibility so you can take care of yourself. We also organize regular team off-sites and events to ensure that even as we tackle big problems we enjoy the journey.
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If youâre passionate about empowering practices and excited to tackle one of the most important (& challenging!) problems in healthcare, weâd love to meet you. Please apply even if you don't meet 100% of the criteria. Nobody checks every box every time and we'd love to talk to you about how and why you can see yourself growing into this role. We're also very open to candidates with non-traditional experience. Apply here: Joyful Health CareersJoyful Health Careersâ