Staff Software Engineer – Applied AI

Parachute Health

Staff Software Engineer building agentic LLM pipelines and web applications at Parachute Health. Collaborating with product teams to enhance AI capabilities in healthcare.

Posted 7/7/2026full-timeRemote • 🇺🇸 United StatesLead💰 $200,000 - $240,000 per yearWebsite

Tech Stack

Tools & technologies

PythonReactTypeScript

About the role

Key responsibilities & impact

Design and build agentic LLM pipelines that power AI features across the product.
Build full-stack product features: Python/FastAPI web applications, TypeScript or React web tooling.
Prompt-engineer and iterate on LLM prompts and models. Evaluate and recommend improvements based on accuracy, latency, and cost.
Strengthen our evaluation framework: curated datasets, evals, experiments, and regression identification, so we can ship changes with confidence.
Improve production observability: accuracy signals and feedback loops.
Contribute to architecture and technical direction.
Actively partner with other product teams to understand their AI use cases and identify how to best enable and support them.
Advise on when to apply an AI/LLM solution, and when not to: championing AI where it drives speed and ROI and steering away where it doesn't.

Requirements

What you’ll need

5+ years of professional software engineering experience
Experience working in a startup, incubator, or other fast-paced 0-to-1 environment where you own features end-to-end and set your own direction.
Strong full-stack web application experience in Python.
Has shipped reliable agentic LLM workflows to production, with any orchestration framework (LangGraph, LangChain, etc).
Experience evaluating and testing LLM workflows: eval harnesses, golden datasets, regressions, and observability.
Familiarity with prompt engineering and the prompt iteration lifecycle.
Fluent with AI-powered coding tools (e.g. Cursor, Claude Code) to move quickly.
Strong written and verbal communication; able to drive alignment without being asked.
Must reside in the U.S.

Benefits

Comp & perks

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).
Home Office and Wellness Stipend
Monthly Internet Stipend
Annual Learning and Development Stipend

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

PythonFastAPITypeScriptReactLLM WorkflowsLangGraphLangChainEvaluation HarnessesGolden DatasetsObservability

Soft Skills

Strong Written CommunicationStrong Verbal CommunicationAlignment Driving