Principal Engineer

The role

You will be the technical leader of an engineering division, owning architecture and technical direction across multiple teams. You will work on core platform workflows and transition the company toward foundational, AI-driven infrastructure.

What you will do

• Define architectural standards and target state for the division
• Drive large-scale refactoring for domain ownership and independence
• Turn ambiguous cross-team problems into clear plans and shipped software
• Lead technical decisions through Architecture Decision Documents
• Set standards for building with AI including agentic coding and MCP servers
• Prototype quickly and write production code on critical paths
• Lead technical discovery, feasibility, and sizing across roadmaps
• Define testing strategy, observability practices, and on-call health
• Grow Staff and Senior engineers into technical leaders
• Partner with peer leadership on org-wide standards

Required qualifications

• 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
• Excellent written communication
• 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)

Benefits

• Medical, Dental, and Vision Coverage
• Employer HSA Contribution
• 401(k) Retirement Plan
• Equity Incentive Plan
• Annual Company-Wide Bonus: Opportunity for up to 15% bonus based on company performance
• Remote-First Culture with reimbursement options for co-working spaces
• Flexible Vacation Policy
• Summer Fridays: 5 additional Fridays off during the summer
• Home Office and Wellness Stipend
• Monthly Internet Stipend
• Annual Learning and Development Stipend

Before you apply

• All new engineers participate in a 90-day review to calibrate title and compensation
• This role is not eligible for employer visa sponsorship
• Applicants must be legally authorized to work in the United States at the time of application and for the duration of employment

About the company

Parachute Health is a digital ordering platform for medical equipment and supplies that connects health systems, health plans, and suppliers. It has connected 300,000+ clinicians and 3,000+ supplier locations across all 50 states.