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…