Note: The job is a remote job and is open to candidates in USA. Parachute Health is transforming post-acute care through a digital ordering and order management platform for medical equipment and supplies. The Staff Software Engineer, Applied AI will design and build agentic LLM pipelines, full-stack product features, evaluation frameworks, and production observability while guiding AI architecture and adoption across product teams.
Responsibilities
- 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
Skills
- 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
- Healthcare workflows or health-tech experience
- Ruby on Rails experience
- A track record of evaluating emerging AI tools and driving their adoption on a team
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).
- Home Office and Wellness Stipend
- Monthly Internet Stipend
- Annual Learning and Development Stipend
Company Overview