About the role

Founding Applied AI Lead designing and owning AI agents and workflows at Paxos Health. Collaborating across product, engineering, AI, and customer implementation teams.

Responsibilities

Design and improve Paxos’s AI workflows. Own the prompt chains, agent patterns, structured-output schemas, evals, and test cases that power customer implementations.
Turn reimbursement complexity into testable workflow logic. Translate payer rules, document requirements, clinical evidence standards, and operational edge cases into clear AI system behavior.
Own AI quality and reliability. Analyze failures, improve prompts and schemas, and build evals that catch issues before they reach production.
Work directly with customers during implementation. Clarify requirements, understand edge cases, and translate what we learn into workflows and reusable Paxos capabilities.
Document how the system works. Write workflow specs, test plans, prompt/eval documentation, and implementation notes that help the team build and improve faster.

Minimum 2+ years of work experience in any one of the following: technical implementation, AI operations, software technical writing, software engineering, technical customer success, or related work.
AI-obsessed: you actively experiment with LLMs, and you believe AI will reshape how real-world operations work.
Communication skills: strong English written and verbal communication.
Extreme detail-orientation: you notice edge cases, inconsistencies, missing requirements, and quality issues that others overlook.
Customer-facing: comfortable interacting directly with enterprise customers.
High ownership: comfortable operating in a fast-moving startup environment where processes are still being built.
Based near New York City or Toronto, or willing to relocate. This is an in-person / hybrid (minimum 3 days per week in the office) role with the Paxos team.

Offers Equity
Canadian employees are hired through our employer-of-record partner as full-time employees and receive benefits through that platform, including supplemental health coverage. Specific benefits will be confirmed during the offer process.