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…
by Terrance Ellis | Jan 23, 2026 | Uncategorized
Build and measure AI-powered products that improve outcomes for moms and babies, not just dashboards. If you can turn messy healthcare reality into models, metrics, and product-grade insights using SQL, Python, and LLM evaluation, this role is for you.
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 product development environment within a startup pace
What You’ll Do
- Identify AI product opportunities by becoming an expert in Pomelo’s business model and patient experience
- Run exploratory analyses to shape AI features (conversation topic categorization, patient journey segmentation)
- Help build AI-powered features (content generation, clinical decision support, automated workflows)
- Define and implement metrics and measurement frameworks for AI-generated content and workflows
- Measure AI product performance, run A/B tests, and quantify impact on clinical and business outcomes
What You Need
- 6+ years of data science experience focused on product development
- 3+ years experience in healthcare or another regulated industry
- Expert SQL and Python proficiency
- Proven experience prototyping AI products using LLMs and model evaluation approaches
- Strong ability to scope and execute solutions for complex, ambiguous problems
- Strong cross-functional communication skills with technical and non-technical stakeholders
- Passion for improving maternal health outcomes through AI
Benefits
- Competitive healthcare benefits
- Generous equity compensation
- Unlimited vacation
- Salary range: $140,000–$160,000 (plus equity and benefits)
Apply now if you want your models and metrics tied directly to better care, not just better reporting.
If you’re a product-minded data scientist who can ship, measure, and iterate on AI in a regulated space, this is your lane.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 23, 2026 | Uncategorized
Lead end-to-end chatbot and voicebot delivery, from launch to continuous optimization, with clear ownership of timelines, stakeholders, and outcomes. If you can run client-facing AI projects with strong structure, sharp communication, and real delivery discipline, this role is for you.
About Foundever
Foundever is a global leader in customer experience (CX), supporting 800+ leading and digital-first brands. They combine technology, expertise, and people-led delivery to create seamless customer experiences in the moments that matter.
Schedule
- Remote role (Poland, any location)
- Must be eligible to work within EMEA hours
- Ongoing project lifecycle ownership (implementation through maintenance)
What You’ll Do
- Oversee all stages of conversational AI projects (chatbots and voicebots) from setup through continuous improvement
- Define project objectives, strategies, timelines, resources, and delivery plans
- Assign tasks to Conversational Designers and Conversational AI Engineers
- Collect and document customer requirements and translate feedback into actionable team work
- Lead client-facing meetings (weekly check-ins, delivery presentations, retrospectives) and track decisions and next steps
- Monitor project performance, KPIs, delivery health, and optimization opportunities
- Identify risks and implement mitigation and contingency plans
- Own the roadmap and support backlog prioritization across sprints (Agile/Scrum)
- Ensure compliance with internal processes and client SLAs, including QA checkpoints and approval flows
- Maintain visibility through dashboards, reporting, and stakeholder updates
What You Need
- 5+ years of Conversational AI delivery experience
- Fluent English and French OR German (C1 minimum)
- Experience delivering chatbot and voicebot projects using Cognigy and/or LLM tools
- Familiarity with Jira, Smartsheet, or similar project management tools
- Strong leadership, communication, and presentation skills
- Agile/Scrum experience and comfort running multi-stakeholder initiatives
- Proficiency in Excel and PowerPoint
- Ability to work under pressure, meet tight deadlines, and stay highly organized
Benefits
- Remote, EMEA-facing delivery role in a global organization
- High-visibility ownership across AI delivery, roadmap, and optimization
- Cross-functional collaboration with client and internal engineering/design teams
Apply now while this delivery seat is open and active.
If you’re built to lead AI delivery like a closer, not a coordinator, this is your lane.
Happy Hunting,
~Two Chicks…
