Parachute Health - Principal Engineer
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 — and can explain what worked, what didn't, and what you'd change • Demonstrated ability to make and own high-stakes technical decisions under ambiguity, and to align engineers, Product, and leadership behind them in the open • 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; you drive alignment through design docs and decision records • Must reside in the U.S. • 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)
Responsibilities
• Division Architecture: Define the architectural standards and target state for your division. Make sure the systems your teams own evolve coherently instead of drifting apart at the seams. • Division Architecture: • Large-Scale Refactoring: Drive the refactoring needed to give teams clear domain ownership and independence inside a large shared codebase, sequenced so delivery keeps moving. • Large-Scale Refactoring: • Decisive Technical Leadership: Take ambiguous, cross-team problems and turn them into a clear direction, a plan, and shipped software. Make the call, own it, and see it through. • Decisive Technical Leadership: • Work in the Open: Lead technical decisions through Architecture Decision Documents and open discussion. Engage directly on others' proposals, state objections plainly and early, and model the transparency you expect from others. • Work in the Open: • AI-Native Engineering: Set the standard for how your teams build with AI — agentic coding, review and test acceleration, repo-native tooling and MCP servers. Raise the PR bar and show what great looks like. • AI-Native Engineering: • Stay in the Code: Prototype quickly, write production code on the most critical paths, and review designs and PRs across teams. Favor pragmatic, incremental rollouts that reuse what exists over rewrites. • Stay in the Code: • Technical Shaping and Economics: Lead technical discovery, feasibility, and sizing across your division's roadmaps. Weigh engineering investment against cost and business impact, and make the case for foundational work in business terms. • Technical Shaping and Economics: • Quality and Reliability: Define testing strategy, observability practices, and on-call health so teams can ship fast without breaking critical healthcare workflows. • Quality and Reliability: • Raise the Bar: Grow Staff and Senior engineers into technical leaders. Shape hiring and leveling, including the architecture interview. • Raise the Bar: • Engineering Leadership Beyond the Division: Partner with peer Principal Engineers and engineering leadership on org-wide standards — architecture, code review, testing, and the SDLC. • Engineering Leadership Beyond the Division:
Benefits
• Medical, Dental, and Vision Coverage: Comprehensive plans with options for low-to-no-cost premiums. • Employer HSA Contribution: Company-funded contributions to your Health Savings Account. • 401(k) Retirement Plan • Equity Incentive Plan • Annual Company-Wide Bonus: Opportunity for up to 15% bonus based on company performance. • Remote-First Culture: We are remote-first with a dedicated NYC office and reimbursement options for co-working spaces. • Flexible Vacation Policy • Summer Fridays: 5 additional Fridays off during the summer (separate from PTO). • Monthly Internet Stipend • Annual Learning and Development Stipend • Base Salary Band (based on experience and level) • $265,000 - $300,000 • To ensure you’re leveled accurately, all new engineers participate in a 90-day review. This allows us to calibrate your initial interview results with your actual work, ensuring your title and compensation align with your impact and our engineering rubric. • California job applicants may access the Notice of Collection of Personal Information and Privacy Policy with information and rights required by the California Privacy Rights Act (CPRA) the link here.
Apply in one click
Upload My Resume
Drop here or click to browse · Tap to choose · PDF, DOCX, DOC, RTF, TXT