AI Engineer

Pair Team

7h•$240,000 - $260,000•Remote

About The Position

Pair 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 ($150B annually at scale) while putting people on an upward life trajectory. At national scale, this approach would save taxpayers. These outcomes are driven by the AI-first, whole-person infrastructure we are building — a platform that connects healthcare and social-service organizations into a unified network. Leveraging our vast data and years of operational experience, we are building the agentic infrastructure for the safety net to coordinate care, automate operations, and learn from every patient interaction to continuously improve outcomes. Read more about the AI-First Medicaid System we are building here. Forbes: For Pair Team, Accessibility Is About Delivering Healthcare To Those Who Need It The Most TechCrunch: Building for Medicaid’s regulatory moment with Neil Batlivala from Pair Team Journal of General Internal Medicine: A Novel Intervention for Medicaid Beneficiaries with Complex Needs About the Role As a Principal 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.

Requirements

6+ years of experience building and shipping production software systems, including experience operating at a Staff or Principal IC level and driving technical direction across complex systems
Proven experience building and scaling multi-agent or agent-driven systems in production and real-world operational ownership (beyond simple chat or 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. Firsthand experience addressing performance and reliability of scaled agentic systems.
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.
Force-multiplier technical leader, raising the bar for clarity of thinking, system design standards, and team execution.

Nice To Haves

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.

Responsibilities

Lead 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
Mentor engineers and influence technical direction across teams building agent-driven capabilities.

Benefits

Competitive salary: $240,000 - 260,000
Equity compensation package
Flexible vacation policy – take the time you need to recharge
Comprehensive medical, dental, and vision coverage
401(k)
100% company-sponsored short and long-term disability and life insurance
Subsidized backup childcare and caregiver supports through Wellthy
Work entirely from the comfort of your own home
Monthly $100 work from home expense stipend
We provide the equipment needed for the role
Opportunity for rapid career progression with plenty of room for personal growth!
Travel reimbursements for any company retreats or leadership offsites