Staff Software Engineer – Applied AI

🕒 July 7

🇺🇸 United States – Remote

💵 $200k - $240k / year

⏰ Full Time

🔴 Lead

🤖 AI Engineer

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Parachute Health

WebsiteLinkedInAll Job Openings

201 - 500 employees

Founded 2015

💼 Consulting

📦 Logistics

🏥 Healthcare

Consulting • Logistics • Healthcare

Parachute Health is a healthcare technology company that provides a SaaS platform for digitizing and streamlining Durable Medical Equipment (DME) ordering and ePrescribing. Its platform connects clinicians, DME/HME suppliers, and payors to accelerate order entry, automate intake (including AI-based fax digitization), integrate with EHRs and ERPs, and improve order accuracy and compliance. Parachute emphasizes security and regulatory compliance (HIPAA, SOC 1/2, HITRUST) while serving B2B healthcare customers across the care continuum.

📋 Description

• 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-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

• 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