Senior Engineer - AI

Summary

Join Pair Team as a builder to create AI-powered healthcare solutions. You will rapidly prototype and launch AI experiences improving patient outcomes and scaling care teams. Leverage your AI expertise to design intelligent workflows, automate decisions, and enhance user experience. Collaborate with various stakeholders to align AI efforts with user needs. Build robust evaluation pipelines to ensure trustworthy AI features, especially in high-risk scenarios. This role offers a unique opportunity to build mission-critical AI in healthcare, using cutting-edge tools to increase care access for vulnerable populations. You will work in a fast-paced startup environment and have opportunities for rapid career progression.

Requirements

• 2+ years of experience as a high-performing builder in a fast-paced startup environment
• Familiarity with modern AI tools and frameworks (e.g., OpenAI, Llama, etc)
• Proven ability to go from zero to one—rapidly prototyping and delivering AI-driven features and systems
• Able to translate complex user needs into creative AI-driven features
• Comfortable evaluating model performance, designing feedback loops, and managing trade-offs between speed, quality, and risk
• Experience working in iterative environments, with a bias toward shipping value early and often
• Passionate about building technology that improves care for individuals navigating chronic health and social challenges—including homelessness, severe mental illness, and substance use disorder

Responsibilities

• Rapidly prototype, test, and ship AI-powered features that solve real problems for patients and care teams
• Optimize for speed-to-learning—working in tight loops to validate assumptions and improve outcomes
• Apply modern AI patterns (LLMs, embeddings, RAG, agents, fine-tuning, etc.) in creative, practical ways
• Collaborate closely with product, engineering, operations, and clinical stakeholders to align AI efforts with user needs
• Build robust evaluation pipelines and quality gates to ensure we ship AI features that are trustworthy and useful especially in high risk care delivery scenarios

Preferred Qualifications

Comfortable working across the stack; experience with Ruby on Rails or similar backend frameworks is a plus

Benefits

• Competitive salary: $180,000 - $220,000
• Equity compensation package
• Flexible vacation policy – take the time you need to recharge
• Comprehensive health, vision & dental insurance
• $50 employer contribution to active HSA accounts
• 401k through Guideline
• Life insurance and AD&D
• 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!