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Director/Sr. Director Engineering- Clinical AI + Care Delivery

Midi Health - San Francisco, CA, United States - Hybrid - posted 2026-09-25

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Salary: USD 250,000 - 325,000 / annual

Midi Health is transforming healthcare for women in midlife through a virtual-first platform focused on perimenopause and menopause care. Technology is central to both patient experience and clinical delivery, with AI positioned to reshape care by reducing administrative burden and improving clinical workflows. You will lead the engineering teams building systems and tools that power Midi's clinicians, medical assistants, and care workflows. This is a player-coach role at the intersection of AI, healthcare, and software engineering. You'll lead and develop a high-performing engineering team while staying hands-on with architecture, code reviews, and AI/agentic system experimentation. You'll also partner with Product, Clinical, Operations, Data Science, and other leaders to shape how technology and AI transform care delivery as Midi scales. Key responsibilities include: - Leading the engineering roadmap and execution for clinician-facing tools, care delivery systems, clinical workflows, and AI-powered automation - Identifying opportunities to use AI and agentic systems to automate workflows and augment clinicians - Building and leading high-performing engineering teams with a culture of ownership, accountability, speed, and high technical standards - Staying hands-on through architecture decisions, code reviews, prototyping, and AI-assisted development - Partnering closely with cross-functional leaders to translate complex care delivery problems into scalable technical solutions - Driving engineering quality, velocity, reliability, and operational health - Hiring, mentoring, and developing engineers and engineering leaders - Collaborating with engineering leaders on architecture, technical strategy, and company-wide priorities - Helping define how Midi uses AI and modern development tools to rethink healthcare delivery Requirements: - Deep software engineering foundation with meaningful time as a senior individual contributor building sophisticated applications and systems - 5+ years of engineering management experience leading organizations of 10+ engineers - Player-coach mindset: comfortable operating at leadership level while remaining technically credible and close to the work - Applied AI experience: recently used AI coding agents or AI/LLM technologies to build something meaningful with practical understanding of capabilities and limitations - Strong systems thinking: ability to take complex, multi-step human workflows and creatively apply technology and AI to improve them dramatically - Executive-level communication and judgment to partner with senior technical, clinical, and operational leaders - Exceptional cross-functional instincts and ability to build trust with stakeholders from different disciplines - First-principles thinking: asking the right questions, communicating clearly, and aligning early - Strong ownership mindset: closing loops, taking accountability for outcomes, stepping into problems Nice to have: - Experience with AI/ML engineering, LLM-powered products, agentic systems, or workflow automation - Experience building internal tools or software for complex operational users - Experience with Python, Django, React, and AWS - Experience in healthcare or other highly regulated environments - Familiarity with EHRs (e.g., Athenahealth), clinical workflows, or HIPAA-regulated systems - Experience building AI products where accuracy, reliability, human oversight, and trust are critical

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