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Sr. Director, Regional Enablement (Americas)

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.

About the Role:

As Senior Director, Regional Enablement (Americas) at Hims & Hers, you will lead the development and execution of our regional operational strategy across North and South America. Your mission: to enable compliant, scalable growth by supporting our business goals via thoughtful operating models that align with local regulatory environments.

This role goes far beyond implementation—you will lead a team that researches, strategizes, and operationalizes the infrastructure needed to enter new countries or scale in existing ones. Your team will evaluate the regulatory landscape and craft solutions that allow us to grow while staying within the guardrails of pharmacy and healthcare regulation. You’ll partner closely with Legal, Regulatory, Strategic Partnerships, and Product to develop country-specific playbooks, and you will own the execution of those plans.

You Will:

  • Serve as the strategic owner of operational enablement for new and existing markets across the Americas—ensuring each market has the infrastructure, partnerships, and regulatory pathways required to launch or grow successfully.

  • Translate high-level business expansion goals into tailored, actionable operational strategies grounded in local market realities.

  • Act as a thought partner to the business team, offering early-stage insights that influence market prioritization and sequencing.

  • Identify and interpret regulatory constraints for pharmacy, telehealth, fulfillment, and care delivery in new and existing markets.

  • Assess the impact of regulations on the Hims & Hers preferred operating model and recommend compliant solutions that preserve scalability and service quality.

  • Proactively partner with Legal and Regulatory to ask the right questions, map critical dependencies, and de-risk launches from a compliance standpoint.

  • Develop repeatable, adaptable market launch and scale-up playbooks to reduce execution time and complexity.

  • Lead post-launch optimization efforts to improve service levels, reduce cost, or enhance regulatory compliance in live markets.

  • Track market performance against key operational KPIs and identify opportunities for improvement.

  • Partner with Strategic Partnerships to evaluate and activate regional fulfillment, pharmacy, manufacturer, or infrastructure partners.

  • Work closely with Real Estate, Product, Pharmacy Ops, Transportation, and Supply Chain to ensure market needs are supported with the right physical infrastructure.

  • Lead a high-performing regional enablement team responsible for both strategy and execution.

  • Ensure your team delivers on market launches and optimization projects in a timely, cost-effective, and compliant manner.

You Have:

  • 12+ years of experience in operations strategy, regulatory implementation, or international expansion—preferably in pharmacy, healthcare, or digital health.

  • Deep understanding of U.S. pharmacy regulations and the ability to interpret and navigate similar frameworks in international markets.

  • Proven experience launching and scaling operations in new markets, with direct ownership of regulatory feasibility and partner execution.

  • Strong team leadership skills—you’ve built and managed teams that execute under pressure and across time zones.

  • High degree of cross-functional fluency—you know how to engage Legal, Regulatory, Product, and Ops as strategic collaborators.

  • Strategic mindset, with the ability to zoom into operational detail and zoom out to guide executive decision-making.

  • French, Spanish and/or Portuguese fluency is a strong plus given the regional scope.

  • This role requires travel up to 50% of the time, including international travel

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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Average salary estimate

$220000 / YEARLY (est.)
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$180000K
$260000K

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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
DEPARTMENTS
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
EMPLOYMENT TYPE
Full-time, remote
DATE POSTED
September 11, 2025
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