Principal AI Engineer

Pair Team

10d • $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. As a public benefit corporation and AI-enabled medical group, they partner with shelters, food pantries, and community organizations to deliver “whole-person” care to millions of Americans. Their model replaces fragmented healthcare and social services systems with one trusted relationship for all medical, behavioral, and social needs, improving access, building trust, and dramatically lowering costs. The AI-First, whole-person infrastructure they are building connects healthcare and social-service organizations into a unified network, leveraging vast data and operational experience to coordinate care, automate operations, and learn from every patient interaction. 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

• 8+ years of experience building and shipping production software systems, including experience operating at a 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 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

What This Job Offers

• Job Type: Full-time
• Career Level: Principal
• Education Level: No Education Listed