This is a “build the brain of the company” product role. Not slide decks and stakeholder hugs. They want somebody who can ship agentic LLM systems into production, make them reliable, and make them feel human enough that care teams actually trust them.
About Pair Team
Pair Team is a public benefit, AI-enabled medical group serving Medicaid, Medicare, and safety-net populations. They partner with community orgs to deliver whole-person care and are scaling nationally after demonstrating significant reductions in ER visits and hospitalizations. They’re building an AI-first platform to coordinate care across medical, behavioral, and social services.
Schedule
• Full-time, 100% remote (United States)
• High-velocity build environment: product + engineering + clinical ops + design
• Human-in-the-loop, healthcare workflow heavy
What You’ll Do
• Design and deploy multi-agent systems for care coordination and patient engagement
• Define the “taste” of the agents: how they communicate, reason, and collaborate with care teams
• Build the agent ↔ care team interface inside the core platform (human-in-the-loop UX)
• Prototype and pilot new LLM use cases across intake, outreach, and member management
• Own internal data labeling and evaluation tooling, workflows, and integrations
• Run LLM operations: trace annotation, eval development, monitoring, and feedback loops
• Translate messy real-world healthcare workflows into scalable AI systems
What You Need
• Proven experience shipping conversational or AI-driven products to real users
• Deep familiarity with LLM product work: prompting, multi-agent orchestration, evaluation frameworks
• Comfort defining strategy and success metrics in ambiguous, early-stage problem spaces
• Strong cross-functional operating skills (engineering + ops + clinical)
• High ownership mindset and real mission alignment
Benefits
• Salary: $190,000 to $250,000
• Equity package
• Medical, dental, vision coverage
• 401(k) through Guideline
• Company-paid short and long-term disability and life insurance
• Backup childcare and caregiver support (Wellthy)
• Monthly $100 work-from-home stipend
• Equipment provided
• Flexible vacation policy
Backbone check: if you don’t have “I shipped LLM features to real users and built evals/monitoring so it didn’t fall apart” on your resume, this one will eat you alive. If you do, it’s a big swing role with real authority.
Happy Hunting,
~Two Chicks…