Principal Engineer - Parachute Health

Parachute Health is transforming post-acute care as the leading digital ordering platform for medical equipment and supplies. We connect major health systems, health plans, and suppliers to help patients get the life-saving products they need at home. Since launching, we've connected 300,000+ clinicians and 3,000+ supplier locations across all 50 states and helped 15M+ patients.

Join our team and make a difference in patient care.

About the Role

We are seeking a Principal Engineer to be the technical leader of one of our engineering divisions. You will own the architecture and technical direction across multiple teams working on core parts of the Parachute platform — the workflows that connect clinicians, health systems, health plans, and HME providers.

This is a hands-on, division-wide role. You will partner with engineering managers, Product, and Design to set direction across teams, make the hard technical calls, and stay close enough to the code to prove them out. As Parachute pivots from feature delivery toward foundational, AI-driven infrastructure, you will serve as a definitive technical leader, trusted to untangle ambiguous problems and deliver high-impact solutions.

Responsibilities

• Division Architecture: Define the architectural standards and target state for your division. Ensure systems evolve coherently instead of drifting apart.
• Large-Scale Refactoring: Drive refactoring to give teams clear domain ownership and independence inside a large shared codebase.
• Decisive Technical Leadership: Take ambiguous, cross-team problems and turn them into clear direction, plans, and shipped software.
• Work in the Open: Lead technical decisions through Architecture Decision Documents and open discussion.
• AI-Native Engineering: Set the standard for how your teams build with AI — agentic coding, review and test acceleration, and repo-native tooling.
• Stay in the Code: Prototype quickly, write production code on the most critical paths, and review designs and PRs across teams.
• Technical Shaping and Economics: Lead technical discovery, feasibility, and sizing across your division's roadmaps.
• Quality and Reliability: Define testing strategy, observability practices, and on-call health for critical healthcare workflows.
• Raise the Bar: Grow Staff and Senior engineers into technical leaders and shape hiring and leveling.
• Engineering Leadership Beyond the Division: Partner with peer Principal Engineers and leadership on org-wide standards.

Requirements

• Minimum of 12 years of experience delivering software in production, including significant time at Staff level or above
• Track record of setting architecture across multiple teams or an entire engineering org, in Ruby on Rails or a similar open source stack (Python, Go, TypeScript)
• Led at least one large-scale refactoring or decomposition of a shared domain model
• Demonstrated ability to make and own high-stakes technical decisions under ambiguity
• Daily, hands-on use of AI coding tools and a clear point of view on how they change architecture and engineering practice
• Excellent written communication, driving alignment through design docs and decision records
• Must reside in the U.S.

Nice to Have

• Experience in healthcare (FHIR, HL7, EHR integrations, clinical or payer workflows) or another regulated domain
• Experience designing production LLM-backed or agentic systems
• Experience operating in a large shared codebase with clear domain ownership boundaries
• Deep familiarity with AWS (ECS, RDS, S3)