Director/Senior Director of Engineering (Clinical AI + Care Delivery)

Join Midi, a healthcare technology company, as the Director/Senior Director of Engineering for Clinical AI and Care Delivery. In this player-coach role, you will lead and develop a high-performing engineering team while staying close to the technology. You will also partner closely with Product, Clinical, Operations, and Data Science to translate complex care delivery problems into scalable technical solutions.

• Lead and develop a high-performing engineering team while staying close to the technology, shaping architecture, reviewing code, and solving complex problems.
• Drive the engineering roadmap and execution for clinician-facing tools, care delivery systems, clinical workflows, and AI-powered automation.
• Collaborate with cross-functional teams to translate complex care delivery problems into scalable technical solutions, and help define how AI and modern development tools can transform healthcare delivery.

• Strong systems thinking. You can take complex, multi-step human workflows and think creatively about how technology and AI can make them dramatically better
• Deep software engineering foundation. You’ve spent meaningful time as a senior individual contributor building sophisticated applications and systems
• Player-coach mindset. You’re comfortable operating at the leadership level while remaining technically credible and close enough to the work to help your team make better decisions
• Executive-level communication and judgment. You can confidently partner with senior technical, clinical, and operational leaders and communicate complex tradeoffs clearly
• Exceptional cross-functional instincts. You naturally build trust with stakeholders who may approach problems very differently from an engineer
• Strong ownership mindset. You close loops, take accountability for outcomes, and step into problems rather than waiting for someone else to solve them
• First-principles thinking. You ask the right questions, communicate clearly, and align early rather than building in isolation
• Applied AI experience. You’ve recently used AI coding agents or AI/LLM technologies to build something meaningful and have a practical understanding of what these technologies can — and cannot — do
• Proven engineering leadership. You have 5+ years of engineering management experience and have led organizations of 10+ engineers
• Experience with AI/ML engineering, LLM-powered products, agentic systems, or workflow automation
• Experience with Python, Django, React, and AWS
• Experience building internal tools or software for complex operational users
• Experience in healthcare or another highly regulated environment
• Familiarity with EHRs such as Athenahealth, clinical workflows, or HIPAA-regulated systems
• Experience building AI products where accuracy, reliability, human oversight, and trust are critical