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Location: Palo Alto, California, United States, San Francisco, California, United States Director of Engineering, Clinical AI & Care Delivery Location: San Francisco Bay Area | Hybrid, 2 days/week in our San Francisco or Palo Alto office About Midi Health: Midi Health is transforming healthcare for women in midlife, delivering expert, personalized care through a virtual-first platform built around the needs of women in perimenopause and menopause. Technology is central not only to the patient experience, but to how our clinicians deliver exceptional care at scale. We believe AI will fundamentally reshape care delivery — reducing administrative burden, improving clinical workflows, and giving providers better tools to focus their time where it matters most: with patients. The Role: We’re looking for a Director of Engineering, Clinical AI & Care Delivery to lead the engineering teams behind the systems and tools that power Midi’s clinicians, medical assistants, and care workflows. This is a true player-coach role at the intersection of AI, healthcare, and software engineering. You’ll lead and develop a high-performing engineering team while staying close to the technology — shaping architecture, reviewing code, experimenting with AI and agentic systems, and helping your team solve complex problems. You’ll also be a senior engineering partner to Product, Clinical, Operations, Data Science, and other leaders across Midi. We expect our engineering leaders to think beyond their immediate teams and help shape how technology and AI can transform care delivery as Midi scales. What You’ll Own: Lead the engineering roadmap and execution for Midi’s clinician-facing tools, care delivery systems, clinical workflows, and AI-powered automation. Identify opportunities to use AI and agentic systems to automate workflows, augment clinicians, and improve the efficiency and quality of care delivery. Build and lead high-performing engineering teams with a culture of ownership, accountability, speed, and high technical standards. Stay hands-on through architecture decisions, code reviews, prototyping, and AI-assisted development. Partner closely with Product, Clinical, Operations, and Data Science to translate complex care delivery problems into scalable technical solutions. Drive engineering quality, velocity, reliability, and operational health across your area. Hire, mentor, and develop engineers and engineering leaders as the organization grows. Collaborate with engineering leaders across Midi on architecture, technical strategy, and company-wide engineering priorities. Help define how Midi uses AI and modern development tools to fundamentally rethink how healthcare is delivered. What We’re Looking For: Deep software engineering foundation. You’ve spent meaningful time as a senior individual contributor building sophisticated applications and systems. Proven engineering leadership. You have 5+ years of engineering management experience and have led organizations of 10+ engineers. 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. 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. Strong systems thinking. You can take complex, multi-step human workflows and think creatively about how technology and AI can make them dramatically better. 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. First-principles thinking. You ask the right questions, communicate clearly, and align early rather than building in isolation. Strong ownership mindset. You close loops, take accountability for outcomes, and step into problems rather than waiting for someone else to solve them. 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 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. Why Midi: This is an opportunity to work at the frontier of AI and healthcare while solving very real problems for clinicians and patients today. You’ll help determine how Midi uses technology to scale exceptional care — from automating repetitive workflows to building entirely new ways for clinicians and AI to work together. If you’re excited about building exceptional engineering teams, staying close to the technology, and applying AI to some of healthcare’s hardest operational problems, we’d love to hear from you. At Midi Health, we are committed to pay transparency and equity. The estimated salary range for this role is $230,000-325,000 per year, based on factors such as experience and skills. In addition to base salary, employees are eligible for a wide range of benefits and equity in the company, We believe in fair and competitive compensation practices that align with our values of equity and inclusion. If you have any questions about how we determine pay, we’re happy to discuss further in the hiring process. #li-JA1 At this time, Midi is unable to provide visa sponsorship. All Candidates must be authorized to work in the United States without current or future sponsorship needs. Please note that all official communication from Midi Health will come from an @joinmidi.com email address. We will never ask for payment of any kind during the application or hiring process. If you receive any suspicious communication claiming to be from Midi Health, please report it immediately by emailing us at careers@joinmidi.com . Midi Health is an Equal Opportunity Employer. We are committed to pay equity and ensure that all qualified applicants receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or protected veteran status. Our compensation philosophy is based on fair, objective criteria and the impact of the role, regardless of an applicant’s salary history. Please find our CCPA Privacy Notice for California Candidates here .

Location: Palo Alto, California, United States, San Francisco, California, United States Director of Engineering, Growth & Consumer Location: San Francisco Bay Area | Hybrid, 2 days/week in our San Francisco OR Palo Alto office About Midi Health: Midi Health is transforming healthcare for women in midlife, delivering expert, personalized care through a virtual-first platform built around the needs of women in perimenopause and menopause. We’re growing quickly, and technology is at the center of how we reach more patients, create an exceptional care experience, and scale access to high-quality care nationwide. We’re looking for leaders who are excited to build at that intersection of healthcare, technology, and consumer experience. The Role: We’re looking for a Director of Engineering, Growth & Consumer to lead the engineering teams behind Midi’s patient experience — from the moment someone first discovers Midi through registration, onboarding, booking, and ongoing engagement with their care. This is a true player-coach role. You’ll lead and develop a high-performing engineering team while staying close to the technology: shaping architecture, reviewing code, using AI coding tools, and helping your team solve hard problems. You’ll also be a senior engineering partner to Product, Marketing, Design, Data Science, and Clinical leaders. We expect our engineering leaders to think beyond their immediate teams, contribute to company-wide technical decisions, and help shape how we build as Midi scales. What You’ll Own: Lead the engineering roadmap and execution for Midi’s consumer and growth experiences, including registration, onboarding, appointment booking, patient engagement, prescription and supplement commerce, and growth loops. Build and lead high-performing engineering teams with a culture of ownership, accountability, speed, and high technical standards. Stay hands-on with the technology through architecture decisions, code reviews, prototyping, and AI-assisted development. Partner closely with Product, Marketing, Design, and Data Science to translate business and patient needs into scalable technical solutions. Drive engineering quality, velocity, reliability, and operational health across your area. Hire, mentor, and develop engineers and engineering leaders as the organization grows. Collaborate with engineering leaders across Midi to make thoughtful decisions for the broader technology organization — not just your individual area. Help define how Midi uses AI and modern development tools to fundamentally improve how software is built. What We’re Looking For: Deep software engineering foundation. You’ve spent meaningful time as a senior individual contributor building sophisticated applications and consumer-facing experiences. Proven engineering leadership. You have 5+ years of engineering management experience and have led organizations of 10+ engineers. 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. Strong product and consumer instincts. You understand that great engineering isn’t just about technical elegance — it’s about building experiences that drive meaningful outcomes for users and the business. Executive-level communication and judgment. You can confidently partner with senior leaders, navigate ambiguity, influence direction, and communicate technical tradeoffs clearly. Exceptional cross-functional instincts. You naturally build trust with Product, Design, Marketing, Data Science, and other non-engineering partners. AI-native approach to engineering. You’ve recently built or shipped something meaningful using AI coding agents and have a practical understanding of how AI is changing what engineering teams can accomplish. First-principles thinking. You ask the right questions, communicate clearly, and align early rather than building in isolation. Strong ownership mindset. You close loops, take accountability for outcomes, and step into problems rather than waiting for someone else to solve them. Nice to Have: Experience leading Growth Engineering, Consumer Engineering, Martech, or digital commerce teams. Experience building high-scale consumer products where conversion, engagement, retention, or experimentation are core to the business. Experience with Python, Django, React, and AWS. Experience working in healthcare, fintech, or another regulated environment. Experience building experimentation platforms, personalization systems, or AI-powered consumer experiences. Why Midi: This is an opportunity to build technology that directly impacts how women access healthcare — at a company experiencing significant growth and still early enough that engineering leaders can have an outsized impact. You’ll have the opportunity to shape not only the products patients use, but also how Midi’s engineering organization operates, scales, and takes advantage of a rapidly changing technology landscape. If you’re energized by building consumer experiences, developing exceptional engineering teams, and rethinking what’s possible with AI-native software development, we’d love to hear from you. At Midi Health, we are committed to pay transparency and equity. The estimated salary range for this role is $230,000-325,000 per year, based on factors such as experience and skills. In addition to base salary, employees are eligible for a wide range of benefits and equity in the company, We believe in fair and competitive compensation practices that align with our values of equity and inclusion. If you have any questions about how we determine pay, we’re happy to discuss further in the hiring process. #li-JA1 At this time, Midi is unable to provide visa sponsorship. All Candidates must be authorized to work in the United States without current or future sponsorship needs. Please note that all official communication from Midi Health will come from an @joinmidi.com email address. We will never ask for payment of any kind during the application or hiring process. If you receive any suspicious communication claiming to be from Midi Health, please report it immediately by emailing us at careers@joinmidi.com . Midi Health is an Equal Opportunity Employer. We are committed to pay equity and ensure that all qualified applicants receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or protected veteran status. Our compensation philosophy is based on fair, objective criteria and the impact of the role, regardless of an applicant’s salary history. Please find our CCPA Privacy Notice for California Candidates here .

Location: Remote Director/Sr. Director of Employer Sales 📍 Remote, US-Based ✈️ Travel: 20–25% Reports to: Chief Commercial Officer The difference you’ll make: At Midi Health, we’re building the leading virtual care clinic for women navigating perimenopause, menopause, and other midlife health challenges—and we’re growing fast. We’re looking for a Director, Employer Sales to drive new business and revenue growth across employers nationally. This is a true hunter role: you’ll own a national territory and the end-to-end sales process, from identifying and opening target accounts through executive engagement, contracting, and close. You’ll bring a strong understanding of the employer benefits ecosystem and a consultative approach to selling, using relationships across employers, brokers, consultants, and health plans to build pipeline and expand Midi’s reach. What you’ll do: Own your territory and revenue target. Develop and execute a sales strategy to identify, engage, and close employers that fit Midi’s ideal customer profile. Build a high-quality pipeline. Use creative, persistent outreach and your industry network to open doors with HR, Benefits, Total Rewards, and executive-level buyers. Lead complex sales cycles end to end. Build multi-threaded relationships across target accounts, develop champions, navigate stakeholders, and drive opportunities from first conversation through contracting and close. Navigate the benefits ecosystem. Leverage relationships and a strong understanding of how employers, brokers, consultants, and health plans interact to accelerate opportunities and maximize deal value. Tell Midi’s story. Position our value proposition in a compelling, consultative way based on each employer’s priorities and the broader competitive landscape. Operate with sales discipline. Maintain an accurate forecast, strong pipeline hygiene, and detailed deal management in HubSpot. Help shape our employer sales playbook. Bring market and buyer insights back into the organization and partner cross-functionally to continuously improve how Midi wins. Who you are: You bring 10+ years of experience in employer healthcare benefits sales, ideally within digital health, healthcare services, or a related high-growth environment. You have a proven track record of meeting or exceeding quota and closing complex employer deals. You bring strong relationships across the HR and employee benefits community, including an established network of consultants and brokers. You’re a hunter and a closer—energized by prospecting, opening doors, building relationships, and personally driving deals across the finish line. You know how to navigate complex organizations and build influence from Director-level buyers through the C-suite. You’re highly organized and disciplined about forecasting, CRM hygiene, follow-up, and deal management. You’re a strong communicator and relationship builder who can operate independently while partnering effectively across teams. You thrive in a high-growth environment: self-directed, resourceful, resilient, and motivated by ambitious goals. You’re passionate about improving healthcare for women and excited by Midi’s mission. Why you’ll love working at Midi: Build a category-defining company transforming care for women in midlife. Own meaningful revenue impact in a critical growth channel. Help shape the employer sales motion as Midi continues to scale nationally. Share in the upside through competitive compensation and meaningful equity. Work with a mission-driven, high-ownership team across the US. We’re backed by top-tier investors including Google Ventures, Semper Virens, and Emerson Collective, trusted by leading health plans and employers, and growing rapidly to meet nationwide demand. Our mission is simple: change the way healthcare serves women in midlife—because women deserve better. The salary for this role is 160,000-225,000 annually. Final compensation will depend on experience, skills, and qualifications. This role is also eligible for additional compensation, including variable compensation, equity and benefits. #LI-JA1 At this time, Midi is unable to provide visa sponsorship. All Candidates must be authorized to work in the United States without current or future sponsorship needs. Please note that all official communication from Midi Health will come from an @joinmidi.com email address. We will never ask for payment of any kind during the application or hiring process. If you receive any suspicious communication claiming to be from Midi Health, please report it immediately by emailing us at careers@joinmidi.com . Midi Health is an Equal Opportunity Employer. We are committed to pay equity and ensure that all qualified applicants receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or protected veteran status. Our compensation philosophy is based on fair, objective criteria and the impact of the role, regardless of an applicant’s salary history. Please find our CCPA Privacy Notice for California Candidates here .