Senior Software Engineer, Operations Automation

Remote

About us

Pomelo Care is the national leader in evidence-based healthcare for women and children. We deliver personalized, high-quality clinical interventions from reproductive care and pregnancy, infant care and pediatrics, to hormonal health through perimenopause and menopause, with long-term preventive care and condition management. Our model delivers 24/7 multispecialty care to address the medical, behavioral, and social factors that most significantly impact outcomes for women and children. We partner with payers, employers, and providers to expand access to quality healthcare across the system.

Our engineering team is the engine behind our virtual care platform, building AI-powered solutions that transform care delivery and create exceptional experiences for both patients and clinicians. If you're passionate about using technology to do real, tangible good in the world, we'd love to meet you.

We are a remote-first company with offices in New York and San Francisco. Our New York office has a strong in-person culture with regular collaboration, and our San Francisco office is available for those who enjoy working together in person.

 

Why This Role Matters

Instead of building consumer features, you're amplifying the effectiveness of everyone at Pomelo. This is a role where curiosity and initiative matter most: you'll find problems, prototype solutions quickly, and see adoption happen in real time. You'll be shaping how AI actually works inside a healthcare company, not just experimenting with models, but turning them into practical systems that help clinicians and operators deliver better care at scale. The impact is immediate and visible: hours saved, friction removed, teams moving faster.

What You'll Do

  • Build internal automation systems that eliminate repetitive operational work and let teams focus on high-value patient care
  • Partner with clinical operations, care delivery, and business teams to identify bottlenecks and translate manual workflows into scalable, AI-enabled tools
  • Own end-to-end solutions from problem discovery through shipping and adoption that improve productivity, reduce errors, and make day-to-day work smoother
  • Help establish best practices for safe, reliable AI automation in a healthcare environment
  • Mentor engineers on pragmatic automation patterns

Problems You'll Dig Into

  • How do we responsibly use AI and automation to remove operational toil without introducing risk or losing human judgment?
  • How do we identify the highest-leverage workflows across a fast-moving organization and build tools that people actually adopt?
  • How do we design systems that automate decisions where appropriate but keep humans in the loop when needed?
  • How do we scale operational efficiency as patient volume grows without scaling headcount linearly?
  • How do we build internal tools that feel lightweight and fast but are robust enough for healthcare workflows?

Tech Stack

React, TypeScript, Kotlin, Python, SQL, APIs + integrations. LLMs, AI agents, workflow automation systems, internal admin tools, data pipelines, analytics and experimentation tooling.

Who You Are

  • You have significant experience (5+ years) building and shipping software, with a track record of owning problems end-to-end
  • You're a self-starter who thrives on finding the right problem to solve, not just building what's on the ticket
  • You have experience building internal tools, automation systems, or operational software
  • You're pragmatic about AI: excited to use it where it helps, skeptical where it doesn't, and always thinking about reliability and safety
  • You're keeping up with trends in LLM coding agents to multiply your engineering impact
  • You're a strong communicator who can partner with non-technical teams to understand their pain points

We'll be especially excited if you:

  • Have experience building AI-powered workflows or integrating LLMs into production systems
  • Have worked in healthcare, or other regulated environments where reliability and safety are critical
  • Have a knack for building tools that non-technical users love to use
  • Have previously worked in a fast-paced, product-oriented environment

Why You Should Join

By joining Pomelo, you will help shape the future of a fast-moving, well-funded, and mission-driven startup that always puts the patient first. You will learn, grow, and be challenged, and have fun with your team while doing it. We strive to create an environment where employees from all backgrounds are respected. We also offer:

  • Competitive healthcare benefits
  • Generous equity compensation
  • Unlimited vacation
  • Membership in the First Round Network (a curated and confidential community with events, guides, thousands of Q&A questions, and opportunities for 1-1 mentorship)

 

At Pomelo, we are committed to hiring the best team to improve outcomes for all mothers and babies, regardless of their background. We need diverse perspectives to reflect the diversity of problems we face and the population we serve. We look to hire people from a variety of backgrounds, including but not limited to race, age, sexual orientation, gender identity and expression, national origin, religion, disability, and veteran status.

Potential Fraud Warning


Please be cautious of potential recruitment fraud. With the increase of remote work and digital hiring, phishing and job scams are on the rise with malicious actors impersonating real employees and sending fake job offers in an effort to collect personal or financial information.

Pomelo Care will never ask you to pay a fee or download software as part of the interview process with our company. Pomelo Care will also never ask for your personal banking or other financial information until after you have signed an offer of employment and completed onboarding paperwork that is provided by our People Operations team. All official communication with Pomelo Care People Operations team will come from domain email addresses ending in @pomelocare.com.

If you receive a message that seems suspicious, we encourage you to pause communication and contact us directly at careers@pomelocare.com  to confirm its legitimacy. For your safety, we also recommend applying only through our official Careers page. If you believe you have been the victim of a scam or identity theft, please contact your local law enforcement agency or another trusted authority for guidance.

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