Head of Strategic Accounts, United States (US)

MedMe's US enterprise motion is scaling, and right now the founders are the ones carrying it, owning the post-signature relationship with our largest US accounts, scoping integrations directly with customer technical teams, and building the ROI case that turns a pilot into a full rollout. That's not sustainable as the account base grows.

We're hiring a Head of Strategic Accounts, US to take that on. You'll own US enterprise accounts from the moment the contract is signed, with pilot-to-expansion conversion as your primary mandate, absorbing the integration-scoping and ROI-level conversations that currently only happen with founders.

At MedMe, we are passionate about empowering pharmacists to provide services beyond just prescribing. Our mission is to build an all-in-one cloud-based platform that enables pharmacists to schedule, document, and manage clinical services at scale. With over 4,500 pharmacies using our software, we've facilitated more than 25 million patient services, transforming pharmacies into community health hubs across North America.

• Own the full post-signature relationship for MedMe's US enterprise accounts

• Lead pilot-to-expansion conversion, turning initial pilot deployments into fully rolled-out enterprise engagements

• Own integration-scoping conversations with customer technical and clinical stakeholders

• Lead ROI-level conversations with economic buyers, quantifying and communicating the value MedMe delivers

• Serve as the primary post-signature point of contact, taking day-to-day account ownership off the founders' plates

• Partner with Product and Engineering on integration requirements and rollout sequencing

• Build a repeatable playbook for pilot-to-expansion conversion and account renewal

• Experience owning enterprise SaaS accounts post-sale, ideally in health tech, healthcare IT, or another regulated industry

• A track record of converting pilots into full-scale deployments

• Comfortable owning technical integration-scoping conversations, translating between customer technical stakeholders and internal product/engineering teams

• Strong quantitative and ROI storytelling skills, able to build and present a business case to economic buyers

• Self-directed and comfortable stepping into relationships currently owned by founders

• Bonus: experience with pharmacy, health system, or clinical software enterprise sales

• 30 days: You're ramped on current pilot accounts and relationships, and you've started shadowing founder-led integration and ROI conversations.

• 60 days: You're independently leading integration-scoping and ROI conversations for at least one pilot account.

• 90 days: At least one pilot has converted to expansion, and the founders are meaningfully out of day-to-day account management.

• Long-term: You fully own the US enterprise post-signature motion, with a repeatable pilot-to-expansion playbook the team can scale.

MedMe is committed to a fair and equitable hiring process for all candidates. To ensure that each candidate's journey is consistent and the selection process is unbiased, the team at MedMe will not be responding to any personal messages regarding this role or other opportunities. This role will follow the below Interview Process:

1. Initial screening conversation with our People and Culture team

2. Intro interview with the hiring manager

3. Technical interview with the team

4. Additional cross-functional interview as required (depending on the role)

5. References and offer

At MedMe, we use AI to help us organize and manage applications, so our team can spend their time where it matters most. Every CV is personally reviewed by a human being; AI helps us stay organized, not make decisions. We believe AI should make great people more effective, not replace the thinking and judgment that great hiring requires.

• Comprehensive Health Benefits: Full coverage for dental, vision, physical, and mental health, plus a health spending account to cover additional wellness needs

• Group RRSP: Secure your future with our Group Registered Retirement Savings Plan (RRSP)

• Professional Development: We support your growth with a yearly budget dedicated to learning opportunities

• Work-from-Home Stipend: A dedicated stipend to help set up and maintain your ideal home office

• Office Closure for Holidays: Enjoy 1 week of company-wide office closure during the holidays

• Company Retreats: Participate in exciting on-site team retreats for collaboration and bonding

This is a remote, US-based role. Occasional travel is expected for customer meetings, partner discussions, and industry events.

MedMe is a proud equal opportunity workplace that is committed to equal employment opportunity regardless of race, colour, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status. We're looking for motivated and compassionate people who can execute from the ground up and support the work that MedMe believes in.

MedMe is committed to developing an inclusive, barrier-free recruitment process and work environment. Should you require any accommodation, please inform us and we will work with you to meet your accessibility needs. For any accessibility-related assistance, requests for information in accessible alternative formats or to report any accessibility problems, please share in your application.

If you'd like more context on MedMe, our growth, and the team you'd be joining, here are a few highlights:

• Globe and Mail – Canada's Top Growing Companies (2025): MedMe was recognized on The Globe and Mail's list of Canada's Top Growing Companies, based on audited three-year revenue growth. Link

• Forbes 30 Under 30: Our co-founders were named to Forbes 30 Under 30 for their work building MedMe. Read more

• C100 Growth Cohort (2025): MedMe is part of the 2025 C100 Growth Cohort, a selective community of Canada's top scaling companies. Link

The salary range for this role is USD $120,000 - $160,000 base annually, plus variable compensation tied to expansion outcomes (final structure to be confirmed). Compensation is determined based on experience, skills, and alignment to the role's scope. We're happy to discuss the full details of our compensation package with candidates who progress through our interview process.