Staff Software Engineer, Applied AI New U.S. Remote

Parachute Health; Northern (KY); Hybrid; USD 200,000 - 260,000; Full time

Benefits offered by this job

Remote-First Culture

Equity Incentive Plan

Annual Bonus up to 15%

HSA Contributions

401(k) Retirement Plan

Monthly Internet Stipend

Learning & Development Stipend

Home Office stipend

Job summary

Parachute Health is seeking a software engineer to design and build agentic LLM pipelines powering AI features across our product. You will ship full‑stack features using Python and TypeScript/React, iterate on prompts, and help elevate observability and evaluation frameworks for reliable production systems.

This is a remote‑first opportunity to impact home-based medical supply care. Join a fast-paced, high-impact team and help Parachute Health scale AI capabilities across the product ecosystem

Qualifications

• 5+ years of professional software engineering experience.
• Experience in startup/incubator/fast-paced 0-to-1 environments.
• Strong full-stack web application experience in Python.
• Shipped agentic LLM workflows to production with orchestration tools.
• Experience evaluating LLM workflows, observability, and evals.
• Familiar with prompt engineering and prompt iteration lifecycle.
• Proficient with AI-powered coding tools to move quickly.
• Must reside in the U.S.

Responsibilities

• Design and build agentic LLM pipelines powering AI features across the product.
• Build full-stack product features: Python/FastAPI and TypeScript/React web tooling.
• Prompt-engineer and iterate on prompts and models; evaluate improvements.
• Strengthen evaluation framework: datasets, evals, experiments, regressions.
• Improve production observability: accuracy signals and feedback loops.
• Contribute to architecture and technical direction.
• Partner with other product teams to enable AI use cases.
• Advise on when to apply AI/LLM and drive ROI.

Skills

Software engineering

End-to-end ownership

AI/LLM familiarity

Communication skills

Tools

Python

FastAPI

TypeScript

React

LangGraph

LangChain

Eval harnesses

Job description

Parachute Health is transforming post-acute care as the leading digital ordering platform for medical equipment and supplies. We connect major health systems, health plans, and suppliers to help patients get the life-saving products they need at home. Since launching, we\'ve connected 300,000+ clinicians and 3,000+ supplier locations across all 50 states and helped 15M+ patients. What started as a DME ePrescribing tool has become the order management platform of choice for home medical equipment.

Join our team and make a difference in patient care.

About the Team

We\'re an incubator-style team inside Parachute Health, scaling AI capabilities across the entire product ecosystem.

What you\'ll do

• 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

• 5+ years of professional software engineering experience
• Experience working in a startup, incubator, or other fast-paced 0-to-1environment 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, goldendatasets, 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 withoutbeing asked.
• Must reside in the U.S.

Nice to Have

• Healthcare workflows or health-tech experience.
• Ruby on Rails experience
• A track record of evaluating emerging AI tools and driving their adoption ona team.
• 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

Base Salary Band (based on experience and level)

Staff: $200,000 - $260,000

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 linkhere .

We are proud to be an equal opportunity employer that does not discriminate on the basis of actual or perceived race, color, creed, religion, national origin, ancestry, citizenship status, age, sex or gender (including pregnancy, childbirth related medical conditions and lactation), gender identity or gender expression (including transgender status), sexual orientation, marital status, military service and veteran status, disability, genetic information, or any other characteristic protected by applicable federal, state, or local laws and ordinances.

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. The Company does not sponsor employment authorization for this position.