Senior AI Engineer

About Pair TeamPair Team is building a new kind of healthcare system across Medicaid, Medicare, and public assistance programs: one that recognizes that access to housing, nutritious food, and reliable transportation are just as critical to health as having the right medications or seeing a doctor. As a public benefit corporation and AI-enabled medical group, we partner with shelters, food pantries, and community organizations to deliver "whole-person" care to the 115 million Americans who rely on the safety net. We are currently the largest complex care provider in California with over 500 employees and are expanding nationally. Our model replaces fragmented healthcare and social services systems with one trusted relationship for all medical, behavioral, and social needs. We improve access, build trust, and dramatically lower costs (52% fewer ER visits, 26% fewer hospitalizations). Our model is a rare combination of saving tax-payer dollars ($150 B annually at scale) while putting people on an upward life trajectory. At national scale, this approach would save taxpayers.Forbes: For Pair Team, Accessibility Is About Delivering Healthcare To Those Who Need It The MostTechCrunch: Building for Medicaid's regulatory moment with Neil Batlivala from Pair TeamJournal of General Internal Medicine: A Novel Intervention for Medicaid Beneficiaries with Complex NeedsAbout The RoleAs a Senior AI Engineer, you will help design and build the architecture that enables this evolution, translating complex care processes into reliable, production-grade AI systems in close partnership with product and domain experts.What You'll DoContribute to the design and evolution of agentic systems that participate directly in care delivery, helping coordinate care, engage patients, and execute meaningful portions of care workflows.Define and build architectural patterns for agent reasoning, tool use, memory, and human-in-the-loop collaboration.Develop both reusable platform capabilities and product-facing implementations, balancing long-term architecture with rapid iteration.Own complex problem spaces end-to-end – from system design and implementation through observability, evaluation, and continuous improvement in production.Partner closely with product managers, operators, and domain experts to translate complex real-world processes into reliable agent behavior.Establish standards and best practices for agent evaluation, safety, and operational reliability as these systems evolve toward greater autonomy.Who You AreSystems-Oriented Technical ThinkerYou think in systems, not features. You make strong architectural decisions, navigate trade-offs effectively, and help shape technical direction on initiatives.Applied Agentic AI BuilderYou've built production agentic AI systems that perform meaningful work. You understand agent behavior, tool orchestration, stateful workflows, and the realities of operating AI systems in production.Product-Minded EngineerYou work closely with product managers and domain experts to define problems and translate ambiguity into clear technical solutions. You care about outcomes, not just implementation.Strong Judgment in AmbiguityYou're comfortable operating in evolving problem spaces, balancing experimentation with reliability and knowing when to prioritize speed versus long-term investment.Data & Evaluation Driven: You use metrics, evaluation frameworks, and operational feedback to guide decisions and continuously improve system performance.What You'll Need4+ years of experience building and shipping production software systems.Proven experience building multi-agent or agent-driven systems in production and real-world operational ownership (beyond simple LLM workflows).Hands-on experience with modern agent ecosystems, including frameworks (e.g., LangGraph, Mastra, Claude Agents SDK), observability/evals tooling (e.g., Langfuse, LangSmith, Braintrust), MCP implementations, and leading AI SDKs (e.g., OpenAI, Anthropic).Strong systems and backend architecture fundamentals, with experience designing scalable, reliable systems and handling infrastructure, performance, failure modes, cost, and deployment concerns.Clear agentic evaluation mindset, including automated evals, simulation-based testing, regression frameworks, metrics design, and continuous improvement loops.AI-native builder with high velocity and ownership, demonstrating intellectual curiosity, rapid adoption of new tools, bias to action, and the ability to drive ambiguous problems from concept to production.Strong cross-functional collaborator and communicator, able to partner with Product, Operations, and domain experts to deliver end-to-end systems with measurable real-world impact.Nice to Have (Not Required)Experience building conversational or voice-driven systems (e.g., speech pipelines, telephony integrations, or real-time conversational workflows).Experience working in healthcare or other regulated or high-stakes domains.Our ValuesLead with integrity: We keep our commitments and take responsibility for our actions. We are dependable and choose authenticity over perfection.Embrace challenges: We leave our egos at the door and step forward into discomfort instead of back into safety. We help each other to learn and provide feedback using candor and kindness.Break through walls: We go the extra mile for our patients, partners and one another, and we run toward hard things. We are resilient in our push for consistent improvement and challenge the status quo.Act beyond yourself: We build each other up and respect boundaries. We seek first to understand and assume positive intent.Care comes first: We hold ourselves to the highest standards for our patients. We are relentless in the pursuit of our mission, and ensure that we are taking care of ourselves in order to care for others.Because We Value YouCompetitive salary: $170,000 – $200,000Equity compensation packageFlexible vacation policy – take the time you need to rechargeComprehensive medical, dental, and vision coverage401(k)100% company-sponsored short- and long-term disability and life insuranceSubsidized backup childcare and caregiver supports through WellthyWork entirely from the comfort of your own homeMonthly $100 work-from-home expense stipendWe provide the equipment needed for the roleOpportunity for rapid career progression with plenty of room for personal growth!Travel reimbursements for any company retreats or leadership off-sitesPair Team is an Equal Opportunity Employer. At Pair Team, we value diversity and strive to provide an inclusive environment for all applicants and employees. All applicants will be considered without regard to race, color, religion, sex (including pregnancy, gender identity, and sexual orientation), national origin, marital status, age, disability, political affiliation, military service, genetic information, or any other characteristic covered by federal, state, or local law.Pair Team participates in E-Verify to verify employment eligibility for new hires. Any offer of employment at Pair Team is conditioned upon passing a pre-employment background check. Following a conditional job offer, candidates will undergo comprehensive employment background checks, including criminal history, reference checks, and driving records if a role requires vehicle use.J-18808-Ljbffr Pair Team