Head of Engineering

The role

You will build the engineering organization, technical foundation, and product velocity. You will lead a founding team to develop AI-native systems, data infrastructure, and workflow orchestration.

What you will do

• Own hiring end to end and build the pipeline
• Grow the team from its founding core into a high-performing organization
• Define the bar, interview loop, and team standards
• Build the structure and culture for a scaling team
• Own and sequence the technical roadmap
• Make build-vs-buy calls
• Build the cross-benefit drug identity layer
• Ship causal savings attribution
• Build the intervention engine and AI workflows
• Make foundational data and architecture decisions

Required qualifications

• Built and scaled an engineering team from a handful of people into a high-performing org
• Owned hiring, set the bar, and closed exceptional engineers
• AI-native with experience shipping AI systems in production with LLMs and agents
• Operated at a high bar at organizations known for exceptional engineering
• Lean player-coach who leads first and maintains technical depth to make architecture calls and own the roadmap
• Shipped production systems on messy, real-world data

Nice to have

• Healthcare, HIPAA, claims, or clinical-data experience
• Production ML or data-intensive systems: causal inference, prediction, or large-scale pipelines
• TypeScript, React, Node/Python, PostgreSQL, BigQuery, GCP, or LLM/agent systems
• Early-stage experience as a founder, founding engineer, or first engineering leader

Benefits

• Competitive salary
• Eligibility for equity
• Comprehensive medical, dental, and vision coverage
• Access to 401(k) retirement plan

About the company

Leap is a benefits solutions provider and specialty pharmacy pioneer. They partner with Fortune 500 companies and TPAs to reshape how life-changing therapies are delivered and financed.