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Sr. Director of Technology and AI for Clinical and Customer Operations

Hims & Hers is the leading health and wellness platform, on a mission to help the world feel great through the power of better health. We are redefining healthcare by putting the customer first and delivering access to care that is affordable, accessible, and personal, from diagnosis to treatment to delivery. No two people are the same, so we provide access to personalized care designed for results. By normalizing health & wellness challenges and innovating on their solutions, we’re making better health outcomes easier to achieve. 

Hims & Hers is a public company, traded on the NYSE under the ticker symbol “HIMS.” To learn more about the brand and offerings, you can visit hims.com/about and hims.com/how-it-works . For information on the company’s outstanding benefits, culture, and its talent-first flexible/remote work approach, see below and visit www.hims.com/careers-professionals.

Sr. Director of Technology and AI for Clinical and Customer Operations

Hims & Hers Health, Inc. is the leading health and wellness platform, on a mission to help the world feel great through the power of better health. We are revolutionizing telehealth for providers and their patients alike. Making personalized solutions accessible is of paramount importance to Hims & Hers and we are focused on continued innovation in this space. Hims & Hers offers nonprescription products and access to highly personalized prescription solutions for a variety of conditions related to mental health, sexual health, hair care, skincare, heart health, and more.

About the Role:

We are seeking a visionary and strategic Senior Director of Technology and AI to lead the transformation of our Clinical and Customer Operations. You will be a senior member of the leadership team, responsible for driving the strategy and execution for a critical segment of our technology and AI portfolio. This role requires a blend of deep technical expertise, strategic thinking, and a proven ability to lead teams. You will work closely with leadership across engineering, data science, clinical, and business functions to turn a bold vision into a portfolio of impactful, scalable, and ethical AI solutions that drive significant business growth and help our customers feel great.

You Will:

  • Build, lead, and scale a high-performing team of technology and AI professionals, including hiring, mentoring, and developing senior talent.

  • Define and own the product vision, strategy, and multi-year roadmap for your specific area of the AI and machine learning portfolio.

  • Act as a key thought leader on technology and AI product innovation, influencing senior leadership on investments and strategic direction for your domain.

  • Drive the end-to-end execution of your team's product portfolio, establishing processes and standards that ensure the delivery of high-quality, impactful solutions.

  • Foster a culture of deep customer empathy, data-driven decision-making, and rapid experimentation to accelerate learning and innovation.

  • Partner with senior leaders across the company to ensure strategic alignment and resource allocation for your team's technology and AI priorities.

  • Establish and champion a robust framework for the ethical and responsible development of AI, ensuring fairness, transparency, and patient privacy are at the core of your products.

You Have:

  • A Bachelor's Degree in Computer Science, Data Science, Engineering, or a related technical field; an advanced degree (MBA, PhD) is preferred, but not required.

  • 10+ years of product and technology experience, with at least 5 years in a people management role leading technical teams.

  • A proven track record of building and shipping successful, large-scale AI, machine learning, or data-intensive products from the ground up.

  • Exceptional strategic and business acumen, with experience translating high-level business objectives into a clear, investable product strategy that drives measurable results.

  • Outstanding communication, influence, and executive presence, with a demonstrated ability to align and inspire senior leadership and cross-functional teams.

  • Proven success in building and leading high-performing product management teams in a fast-paced environment.

  • Experience in healthcare, telehealth, or other regulated industries is preferred.

  • A deep passion for leveraging technology to solve complex problems, improve healthcare outcomes, and deliver exceptional customer experiences.

Our Benefits (there are more but here are some highlights):

  • Competitive salary & equity compensation for full-time roles

  • Unlimited PTO, company holidays, and quarterly mental health days

  • Comprehensive health benefits including medical, dental & vision, and parental leave

  • Employee Stock Purchase Program (ESPP)

  • 401k benefits with employer matching contribution

  • Offsite team retreats

We are committed to building a workforce that reflects diverse perspectives and prioritizes ethics, wellness, and a strong sense of belonging. If you're excited about this role, we encourage you to apply—even if you're not sure if your background or experience is a perfect match.

Hims considers all qualified applicants for employment, including applicants with arrest or conviction records, in accordance with the San Francisco Fair Chance Ordinance, the Los Angeles County Fair Chance Ordinance, the California Fair Chance Act, and any similar state or local fair chance laws.

It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Hims & Hers is committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. If you need assistance or an accommodation due to a disability, please contact us at [email protected] and describe the needed accommodation. Your privacy is important to us, and any information you share will only be used for the legitimate purpose of considering your request for accommodation. Hims & Hers gives consideration to all qualified applicants without regard to any protected status, including disability. Please do not send resumes to this email address.

To learn more about how we collect, use, retain, and disclose Personal Information, please visit our Global Candidate Privacy Statement.

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CEO of hims & hers
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Andrew Dudum
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$240000 / YEARLY (est.)
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$300000K

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Hims & Hers Health, Inc. is a multi-specialty telehealth platform building a virtual front door to the healthcare system.

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BENEFITS & PERKS
Dental Insurance
Disability Insurance
Vision Insurance
Equity
Paid Time-Off
Medical Insurance
Mental Health Resources
Paid Holidays
Company Retreats
FUNDING
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
EMPLOYMENT TYPE
Full-time, remote
DATE POSTED
September 12, 2025
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