Engineering Manager - AI & Document Automation

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

You will be joining a team focused on leveraging AI to automate document ingestion and data extraction, eliminating manual entry and accelerating the qualification process to deliver faster, more reliable HME order turnarounds and a seamless patient experience.

About the Role

We are seeking an engineering manager to grow our engineers and our engineering practice. We believe in practicing managers, who want to contribute to the code as well as grow engineers. This role will be responsible for coaching up to 5 engineers in growing their career and contributing code and coding practice to a team.

Responsibilities

• Coach and Mentorship: Manage up to 5 engineers, prioritizing their career growth, technical development, and day-to-day support.
• Team Execution & Delivery: Take accountability for your team's goals and roadmap execution. Proactively identify and remove blockers to keep projects moving efficiently.
• Strategic Technical Oversight: Review Architecture Decision Documents (ADDs), conduct pre-launch risk assessments, and ensure systems align with company goals.
• Technical Shaping: Lead early technical discovery, feasibility analysis, and capacity estimation for future projects.
• Maintain Relevance: Stay close to the code through regular PR reviews, design discussions, and incident retrospectives.
• Targeted Contributions: Allocate 10-20% of your time to technical work, prioritizing pairing and targeted tickets over daily feature development.
• Engineering Excellence: Guide engineering practices across teams using agile methods, TDD, and robust software design principles.
• Stakeholder Management: Act as the primary representative and point of contact for your team, ensuring clear communication with Product, Design, leadership, and cross-functional partners.

Requirements

• Professional programming experience with open source languages.
• Minimum of 5 years of experience delivering software in a production environment.
• Minimum of 2 years of management experience.
• Must reside in the U.S.

Nice to Have

• Professional experience with Ruby on Rails.
• Professional experience with React or TypeScript.
• Experience with automated evaluation and testing of LLM powered workflows.
• Experience with LangSmith or similar tools for observability and evaluation.
• Familiarity with prompt engineering and prompt lifecycle management.
• Familiarity with LangGraph, AutoGen, or other agent orchestration frameworks.
• Skill with AI powered coding tools (e.g., Cursor).
• Experience working cross-functionally to improve business process.
• Experience as technical lead on projects working with UX/UI design and/or product management.

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.

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.