by Terrance Ellis | Jan 23, 2026 | Uncategorized
Build real product that helps real people. Pomelo’s platform powers virtual care for women and children, and this role sits right in the engine room shipping features, improving systems, and helping their AI tools make clinicians faster and more present with patients.
About Pomelo Care
Pomelo Care delivers evidence-based virtual healthcare across reproductive care, pregnancy and postpartum, infant care and pediatrics, and perimenopause and menopause. Their 24/7 multispecialty model combines clinical care + tech to improve outcomes and reduce cost, partnering with payers, employers, and providers to expand access.
Schedule
- Remote (U.S.)
- Collaborative, cross-functional work with product, design, and clinical teams
- Production-focused environment where shipping and learning happen fast
What You’ll Do
- Write clean, elegant code to ship features and keep the platform stable
- Help design and implement systems that enable personalized, data-driven clinical care
- Contribute to AI-powered tools and agents that increase clinician efficiency
- Improve the mobile experience so families feel supported and connected
- Work closely with PMs, designers, and clinical staff to translate real user needs into technical solutions
What You Need
- Strong CS foundation (degree or equivalent professional experience)
- 2+ years shipping high-quality software in languages like Java, C#, Kotlin, Python, Go, etc.
- Experience with React or Vue
- Experience operating and maintaining production systems
- You keep up with LLM coding agents and use them to multiply your output
- You like solving hard problems without overengineering them
Nice to Have
- AI/ML, NLP, or agent-based systems experience
- Startup or fast-moving product environment experience
Benefits
- Competitive healthcare benefits
- Generous equity compensation
- Unlimited vacation
- First Round Network membership
- Estimated salary range: $135,000–$190,000 (plus equity and benefits)
Backbone moment: this posting says “mid-level” but wants someone who can ship in production, collaborate across disciplines, and not get lost in complexity. If your resume doesn’t show shipped outcomes (not just “worked on”), you’ll want to tune it before applying.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 23, 2026 | Uncategorized
Build the core tech behind Pomelo’s virtual care platform, and help push AI-powered clinician tools from “cool idea” to “daily essential.” This is a senior, product-minded engineering role for someone who likes ambiguity, talks to users, and ships systems that actually matter.
About Pomelo Care
Pomelo Care delivers evidence-based virtual healthcare for women and children, spanning reproductive care, pregnancy and postpartum support, infant care and pediatrics, and perimenopause and menopause care. Their model is designed to improve outcomes through coordinated, 24/7 multispecialty support, partnering with payers, employers, and providers to expand access.
Schedule
- Remote (U.S.)
- Cross-functional collaboration with product and clinical leadership
- Fast-moving, startup environment with high ownership and broad scope
What You’ll Do
- Ship new features with clean, maintainable code and keep the platform reliable at scale
- Design and build scalable systems that help clinicians deliver personalized, data-driven care
- Build and improve AI-powered tools and agents that increase clinician efficiency and effectiveness
- Enhance the mobile experience so patients and families feel supported throughout their journey
- Mentor engineers through code reviews, technical guidance, and strong engineering standards
- Partner with product and clinical leaders to shape the roadmap and prioritize the highest-impact problems
What You Need
- 5+ years building and shipping scalable software systems
- Strong skills in system design, relational database design, and at least one backend language (Java, C#, Kotlin, Python, Go, etc.)
- Experience with modern front-end frameworks like React or Vue
- Comfort with ambiguity and a product mindset: you’d rather understand the user than blindly follow a spec
- Interest in agentic tooling and using modern AI capabilities to speed delivery and increase impact
- Track record of delivering elegant, maintainable solutions to complex problems
Nice to Have
- AI/ML experience, NLP exposure, or building agent-based systems
- Experience in fast-paced, product-driven environments
Benefits
- Competitive healthcare benefits
- Generous equity compensation
- Unlimited vacation
- First Round Network membership
- Estimated salary range: $190,000–$220,000 (plus equity and benefits)
Quick gut-check: this role screams “senior product engineer with real production chops.” If someone’s resume is mostly tickets and not outcomes, they’ll drown here. If they ship, own, and talk to users, they’ll thrive.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 23, 2026 | Uncategorized
Help Pomelo cut the busywork and build the “autopilot” layer for how the company runs. This is a senior, high-impact role focused on spotting repetitive operational pain points and turning them into AI-powered internal tools that create immediate productivity wins across teams.
About Pomelo Care
Pomelo Care delivers evidence-based, virtual care for women and children, supporting patients through pregnancy and postpartum, infant care and pediatrics, and hormonal health through perimenopause and menopause. Their 24/7 multispecialty model is built to improve outcomes and expand access across the healthcare system.
Schedule
- Remote (U.S.)
- Cross-functional role partnering with teams across the business
- Startup pace: rapid prototyping, fast deployment, visible impact
What You’ll Do
- Build and maintain internal automation tools that eliminate manual work and boost employee productivity using AI
- Use AI heavily in your own build process to speed up delivery and iteration
- Partner with stakeholders to identify the highest-leverage process bottlenecks, then ship solutions that get adopted and deliver obvious value
- Rapidly prototype AI-enabled utilities and push them into production quickly
- Make architecture and tooling decisions for automation systems and step in to debug hard problems when AI falls short
- Own systems that may touch sensitive data or business-critical logic, with a security-first mindset
What You Need
- Strong CS foundation and 2+ years shipping high-quality software
- Hands-on experience with AI/ML tooling, LLMs, and API integrations for automation
- Ability to build both front-end interfaces and back-end services using modern frameworks
- High-trust ownership mindset for systems handling sensitive data and critical workflows
- Curiosity and practical awareness of new AI models and tools, and the ability to apply them to real operational needs
Bonus Points
- Built AI agents, workflow automation, or process optimization tooling
- Experience in healthcare, startups, or similarly fast environments where automation moves the needle
- Familiarity with low-code/no-code or RPA tools and business process automation
Benefits
- Competitive healthcare benefits
- Generous equity compensation
- Unlimited vacation
- First Round Network membership
- Salary range: $190,000–$220,000 (plus equity and benefits)
If you love taking messy, manual workflows and turning them into clean, reliable systems that make people’s days easier, this role is your lane.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 23, 2026 | Uncategorized
Build the data backbone that helps clinicians and product teams move faster, smarter, and with confidence. This is a senior, hands-on data engineering role where you’ll own pipelines, models, and infrastructure that cut Pomelo’s “time to insight” and power data-driven features across the platform.
About Pomelo Care
Pomelo Care delivers evidence-based, virtual care for women and children across pregnancy, postpartum, infant care and pediatrics, plus hormonal health through perimenopause and menopause. Their 24/7 multispecialty model targets the medical, behavioral, and social factors that most impact outcomes, partnering with payers, employers, and providers to expand access and improve health outcomes.
Schedule
- Remote (United States)
- Fast-moving startup environment, cross-functional collaboration with product, clinical, analytics
What You’ll Do
- Build and maintain reliable data pipelines that ingest from multiple sources and normalize data for company-wide use
- Lead design and development of scalable data infrastructure using tools like dbt, Dagster, Beam, and Dataflow
- Write clean, performant SQL and Python to turn raw data into actionable, production-ready datasets
- Architect data models and transformations for operational analytics and data-driven product features
- Mentor other engineers through code reviews, best practices, and thoughtful technical guidance
- Partner with product, clinical, and analytics teams to translate needs into infrastructure that unlocks insight and impact
- Optimize workflows for performance, reliability, and cost
What You Need
- 5+ years building high-quality, scalable data systems and pipelines
- Expert SQL + Python, with strong data modeling and transformation fundamentals
- Hands-on dbt experience and pipeline orchestration experience (Dagster, Beam, Dataflow, or similar)
- Experience with modern data stack and cloud data warehouse design principles
- Track record shipping maintainable solutions that drive real business outcomes
- Comfort with ambiguity and a “find the leverage” mindset
Bonus Points
- Data infrastructure for AI/ML workloads or real-time analytics
- Experience in a product-oriented, high-velocity environment where data drives decisions
- Healthcare data experience, including privacy and compliance awareness
Benefits
- Competitive healthcare benefits
- Generous equity compensation
- Unlimited vacation
- First Round Network membership
- Salary range: $190,000–$220,000 (plus equity and benefits)
If you’re the kind of engineer who doesn’t just move data, but designs systems that make everyone else sharper, faster, and more confident, this role will feel like home.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 23, 2026 | Uncategorized
Build AI-powered products that actually move the needle for moms, babies, and care teams. This role is for a data scientist who can prototype with LLMs, define what “good” looks like with measurable evaluation, and turn ambiguous healthcare problems into shipped features and real outcomes.
About Pomelo Care
Pomelo Care delivers evidence-based, virtual care for women and children across pregnancy, postpartum, infant care and pediatrics, plus hormonal health through perimenopause and menopause. Their 24/7 multispecialty model targets the medical, behavioral, and social factors that most impact outcomes, partnering with payers, employers, and providers to expand access and improve health outcomes.
Schedule
- Remote role (United States)
- Startup pace, cross-functional product development work
What You’ll Do
- Learn Pomelo’s business model and patient experience deeply to spot high-value AI product opportunities
- Run exploratory analyses to shape AI features (ex: conversation topic categorization, patient journey segmentation)
- Help develop AI-powered capabilities (content generation, clinical decision support, automated workflows)
- Define metrics and measurement frameworks to evaluate AI-generated content and workflow impact
- Measure AI product performance with experiments and A/B tests, tying results to clinical and business outcomes
What You Need
- 6+ years experience as a data scientist, with real product development experience
- 3+ years working in healthcare or another regulated industry
- Expert proficiency in SQL and Python
- Proven experience prototyping AI products, leveraging LLMs and doing model evaluation
- Strong ability to scope and execute against complex, ambiguous problems across domains
- Clear communication with both technical and non-technical stakeholders, including explaining limits and tradeoffs
Bonus Points
- Building production AI applications (fine-tuning, prompt engineering, model evaluation)
- Healthcare AI, clinical decision support, or medical NLP experience
- Dashboarding and visualization tools (Looker, Tableau, Metabase)
- Modern data stack tools (dbt, Airflow, Snowflake)
Benefits
- Competitive healthcare benefits
- Generous equity compensation
- Unlimited vacation
- Salary range: $180,000–$210,000 (plus equity and benefits)
If you’re the type who can take “we need something smarter here” and turn it into a measured, tested, shipped AI feature, this is your lane.
You’ll be building the intelligence layer, not just running analyses.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 23, 2026 | Uncategorized
Turn clinical and operational data into reporting and insights that prove Pomelo’s impact and guide better decisions across the business. If you can build trustworthy dashboards, automate messy reporting, and translate stakeholder questions into clear metrics, this role will stay busy in the best way.
About Pomelo Care
Pomelo Care delivers evidence-based, virtual care for women and children across pregnancy, postpartum, infant care, pediatrics, and hormonal health through perimenopause and menopause. Their 24/7 multispecialty model partners with payers, employers, and providers to expand access and improve outcomes across the healthcare system.
Schedule
- Remote role (United States)
- Cross-functional, stakeholder-facing analytics work in a startup environment
What You’ll Do
- Become an expert in Pomelo’s patient care and clinical outcomes data and help shape Pomelo’s data culture
- Build recurring and custom reports and dashboards for care delivery, operational performance, and patient outcomes
- Partner with Customer Success, Operations, Market Ops, and Finance to scope requests and translate needs into technical requirements
- Reduce manual reporting time by identifying automation opportunities and implementing the right tooling
- Use data to tell Pomelo’s value story, improve patient care, and inform strategy through metrics and visualizations
What You Need
- 4+ years experience in data analytics, data science, data engineering, or statistical analysis involving SQL
- Strong interest in improving maternal health outcomes
- Ability to prioritize across multiple workstreams as an autonomous individual contributor
- Experience scoping and delivering data solutions for ambiguous problems, prioritizing efficacy over complexity
- Comfort working cross-functionally with technical and non-technical stakeholders
- Strong communication skills and ability to tailor insights to different audiences
Benefits
- Competitive healthcare benefits
- Generous equity compensation
- Unlimited vacation
- Salary range: $180,000–$210,000 (plus equity and benefits)
Apply now if you’re ready to own the reporting layer, automate the pain points, and use data to improve care and prove impact.
If you can make stakeholders feel “seen” through clean metrics and clear storytelling, you’ll thrive here.
Happy Hunting,
~Two Chicks…
