by Terrance Ellis | Jan 26, 2026 | Uncategorized
This is a senior leadership seat for someone who can run multiple engineering teams, ship enterprise-grade software in regulated environments, and keep the org moving without burning people out. You’ll own execution, team health, technical direction, and delivery outcomes across one to two product areas.
About One Call
One Call helps injured workers get the care they need when they need it, powered by teams that deliver secure, scalable technology behind the scenes. They’re remote-first and guided by values like Think Big, Go Fast, Deliver Awe, Win Together, and Care Deeply. This role sits in Shared Services (Technology) and supports globally distributed teams.
Schedule
- Full-time, remote
- Globally distributed teams
- Ongoing applications (no posting deadline)
What You’ll Do
- Lead multiple engineering teams delivering scalable, secure, high-quality software products
- Drive adoption of modern engineering practices, including:
- Agile delivery
- DevOps
- CI/CD
- Test automation
- Partner with Product, Design, and Architecture to define roadmaps and deliver with speed and quality
- Align engineering work to business outcomes and measure success using KPIs, including:
- Velocity
- Quality
- Availability
- Customer impact
- Build and maintain a high-talent, high-accountability culture through:
- Hiring
- Coaching
- Performance management
- Career development
- Champion engineering excellence through:
- Code quality
- Technical reviews
- Observability
- Continuous improvement
- Manage offshore teams and ensure alignment to standards and delivery expectations
- Own operational health of applications, including:
- Uptime
- Incident response
- Compliance (SOC2, HIPAA)
- Drive strategic initiatives, including:
- Platform modernization
- Technical debt reduction
- Automation
- Resolve cross-functional challenges and deliver integrated solutions across teams
- Manage resource allocation and capacity planning
What You Need
- Bachelor’s degree in Computer Science, Engineering, or equivalent experience
- 5+ years of engineering leadership experience managing multiple teams and product areas
- Proven experience leading cloud-native teams in:
- Experience working in remote-first, globally distributed environments
- Track record delivering enterprise software in regulated settings, including:
- Strong leadership and communication skills with the ability to influence across levels
- Deep understanding of modern SDLC practices, including Agile, DevOps, and CI/CD
- Familiarity with tools such as:
- Ability to drive technical strategy, architecture decisions, and platform evolution
- Working knowledge of both cloud-based and on-prem applications
- Comfort using engineering metrics and data to guide decisions
- Ability to juggle multiple priorities in a fast-paced environment
- Commitment to DEI and belonging standards
Benefits
- Salary range: $138,568–$221,709 (based on experience, skills, and business needs)
- Remote-first flexibility
- Minimum 18 days of paid time off
- 8 company holidays
- 2 personal days each year
- Medical, dental, and vision insurance
- Pet insurance
- 401(k) with matching
- Company-paid life insurance
- Short-term and long-term disability
- Colleague Assistance Program (free counseling and financial services)
- One Call Foundation support for colleagues facing unexpected hardships
Real talk: this is not a “keep the lights on” manager job. It’s a “build the machine, modernize the platform, hit outcomes, and protect compliance” job. If you’ve led multiple teams through delivery in a regulated environment, you’ll be right at home.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 23, 2026 | Uncategorized
Build the data engine behind patient growth, engagement, and retention for a women’s and children’s healthcare company that actually moves outcomes. If you love owning strategy, partnering cross-functionally, and shipping data-backed product wins, this role is built for you.
About Pomelo Care
Pomelo Care delivers evidence-based virtual healthcare for women and children, supporting patients across pregnancy/postpartum, infant care and pediatrics, and perimenopause/menopause. Their tech-enabled, multidisciplinary model improves outcomes while expanding access through partnerships with payers, employers, and providers.
Schedule
Remote (United States)
Cross-functional role spanning Growth, Patient Experience, Marketing, Product, Clinical, and Engineering
High ownership role with leadership-facing reporting and metric stewardship
What You’ll Do
- Own the data strategy and roadmap for Growth and Patient Experience, focused on enrollment and retention
- Build and optimize multi-channel enrollment strategy with Marketing, including attribution models and funnel conversion analysis
- Define and iterate on core business health metrics (enrollment, engagement, retention) and present insights to leadership
- Run exploratory analyses to inform enrollment and engagement features (e.g., topic categorization, journey segmentation)
- Build data pipelines and analytics infrastructure connecting marketing, external, and product usage data into a unified patient journey view
- Lead A/B testing across marketing and product initiatives to accurately measure impact
- Partner with Product, Clinical, and Engineering to translate patient insights into product improvements and new capabilities
What You Need
- 6+ years of professional experience in data science, product analytics, or data engineering
- 2+ years in healthcare, consumer health, or high-touch consumer products
- Expert SQL and Python, with ability to work across the full data stack
- Strong product sense: prototyping, experimentation, and user behavior analysis
- Proven track record delivering data-driven solutions to ambiguous problems with real business impact
- Confidence leading cross-functional initiatives and influencing stakeholders as a strategic partner
- Strong communication skills and ability to tailor insights for different audiences
- Experience with dashboards/visualization tools (Looker, Tableau, Metabase)
- Experience with modern data stack tools (dbt, Airflow, Snowflake)
Benefits
- Competitive healthcare benefits
- Generous equity compensation
- Unlimited vacation
Roles like this don’t stay open long, especially when they sit at the center of growth and product. If you’re ready to own the funnel and the journey, take your shot.
Happy Hunting,
~Two Chicks…
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…
