Principal Engineer

parachutehealth; United States; Remote; USD 265,000 - 300,000; Full time

Benefits offered by this job

Medical, dental, and vision plans

HSA contributions

Equity

Annual bonus opportunity

Learning and development stipend

Home office stipend

Job summary

parachutehealth is seeking a hands-on technical leader to set the direction and architecture for an engineering division building healthcare software workflows. You will guide multiple teams through foundational improvements while contributing code and keeping delivery moving.

Ideal candidates bring 12+ years of production software experience at Staff level or above, strong architectural leadership across teams, and daily experience with AI coding tools. Must reside in the United States.

Qualifications

• 12+ years of production software experience, at Staff level or above.
• Architecture across multiple teams using Rails or similar stack (Python/Go/TypeScript).
• Track record of large-scale refactoring or decomposition of a shared domain model.
• Ability to own high-impact technical decisions amid ambiguity.

Responsibilities

• Define architecture standards across the division's systems.
• Lead refactoring to establish domain ownership and team independence.
• Turn ambiguous problems into technical decisions, plans, and shipped software.
• Drive design discussions and document decisions to build alignment.
• Set expectations for testing, observability, and on-call health; mentor engineers.

Skills

Staff-level leadership

Architectural direction

AI coding tools

Cross-team collaboration

Hands-on coding

Decision making amid ambiguity

Tools

Ruby on Rails

Python

Go

TypeScript

Job description

Role overview

Set technical direction and architecture across an engineering division building software workflows that connect healthcare providers, plans, and equipment suppliers. This is a hand-on leadership role: guide multiple teams through foundational improvements and ambiguous technical challenges while contributing code and keeping delivery moving.

Responsibilities

• Define architecture standards and a coherent target state across the division's systems.
• Lead incremental refactoring of a shared codebase to establish clearer domain ownership and team independence.
• Turn ambiguous, cross-team problems into technical decisions, plans, and shipped software.
• Drive transparent design discussions and document decisions to build alignment.
• Establish effective use of AI coding tools, including agentic development and accelerated review and testing.
• Prototype, write production code on critical paths, and review designs and changes across teams.
• Guide technical discovery and sizing; balance engineering investment against cost and business impact.
• Set expectations for testing, observability, and on-call health, and develop senior engineers into technical leaders.

Requirements

• At least 12 years of production software experience, including substantial time at Staff level or above.
• Experience setting architecture across multiple teams or an engineering organization using Ruby on Rails or a comparable stack such as Python, Go, or TypeScript.
• A track record of leading large-scale refactoring or decomposition of a shared domain model.
• Ability to make and own high-impact technical decisions amid ambiguity and align engineering, product, and leadership partners.
• Daily hand-on use of AI coding tools and a clear perspective on their effects on architecture and engineering practice.
• Excellent written communication, including design documents and decision records.
• Must reside in the United States.

Nice to have

• Healthcare or other regulated-domain experience, including FHIR, HL7, EHR integrations, clinical, or payer workflows.
• Experience designing production LLM-backed or agentic systems.
• Experience with large shared codebases and explicit domain boundaries.
• Deep familiarity with AWS services such as ECS, RDS, and S3.

Benefits and work setup

Remote-first work, with a dedicated New York City office and coworking reimbursement options. Benefits include medical, dental, and vision plans; employer HSA contributions; 401(k); equity; a performance-based annual bonus opportunity; flexible vacation; five additional summer Fridays; home office, wellness, and internet stipends; and an annual learning and development stipend.

The listed base salary band is $265,000-$300,000.

Employer visa sponsorship is not available; applicants must be authorized to work in the United States.