CFO

We’re a healthcare platform for humans, designed for real life. Pocketpills is Canada’s leading online pharmacy & medical care platform. Re-imagining healthcare to make it accessible, affordable and built for people like you. Driven by our passion for innovation and customer-care, we’ve designed a suite of digital care experiences that empower our members to take control of their health wherever life takes them. From coast to coast, over 800,000 Canadians trust Pocketpills to deliver their medication & ensure a healthcare professional is always just an arms-reach away.

We founded Pocketpills as a solution to fix the broken system that made getting care harder than it needed to be. We don’t believe long line ups at the doctor’s office, confusing refill protocols & one-size-fits-all advice, actually fit with what Canadians need, so we’ve changed the game. Powered by pharmacists, engineers, doctors, clinicians & service experts, our platform redefines the world of wellness, from personalized treatment that actually feels personal, to truly effortless refills, including free, friendly delivery. Because we do believe Canadians deserve a better way to manage their most important asset, their health.

Discover the healthcare platform that feels Delightfully Human. With Pocketpills, complete care is right in your pocket.

About the Role

This is more than a CFO role—it's a once-in-a-care opportunity to solve one of Canada's most pressing healthcare challenges.

We're seeking an exceptional Chief Financial Officer who sees beyond spreadsheets to the transformative impact of solving real problems at scale. You’ll be the financial architect behind our mission to drive 3–5x growth in the near term and to build the financial and operational foundations for the decade ahead, enabling us to serve millions more Canadians.

This role demands someone who thrives at the intersection of high-stakes finance and purpose-driven impact. You'll navigate complex capital markets, lead critical equity and debt fundraising efforts, and build financial systems that scale—all while working alongside a leadership team obsessed with revolutionizing Canadian healthcare delivery.

This is a high-impact, high-intensity opportunity where the pace naturally accelerates during key growth moments. You’ll be joining a team of passionate leaders who consistently go the extra mile to make a meaningful difference in the lives of Canadians through innovative healthcare products. As a fellow leader, you are expected to lean in with us during these high-intensity periods—bringing both top-tier financial sophistication and the drive to help build something that genuinely matters.

What You'll Do

Shape the Financial Future of Canadian Healthcare

• Architect and execute the comprehensive financial strategy that will fuel our 3-5x growth trajectory in the near term, while laying the foundation for sustainable scale over the decade ahead
• Own all financial planning, budgeting, and forecasting as we scale across provinces, diversify therapeutic areas, and build the groundwork for future national and global reach
• Serve as a trusted strategic advisor to our CEO and Board on capital allocation, M&A opportunities, and critical business decisions
• Drive financial performance across multiple high-growth business units serving diverse patient populations nationwide

Master the Capital Markets Game

Build Financial Infrastructure for Scale

Develop a World-Class Finance Organization

Qualifications & Experience

Strategic Vision

Leadership That Inspires and Delivers

What We Offer

This isn't just another finance role—it's a defining career opportunity :

Benefits

Join our team and enjoy a benefits package designed to support your health and well‑being, including dental and vision care, as well as extended health care coverage. We provide disability insurance for added security and life insurance to protect your loved ones. To promote work‑life balance, you’ll receive paid time off, including vacation days. Additionally, we offer a Group Retirement Savings Plan (GRSP). Experience a workplace that truly cares about you!

The annual compensation is based on a number of factors and may vary depending on job‑related knowledge, skills, experience and alignment to the market.

" Pocketpills is committed to creating an accessible and inclusive organization. We are committed to providing barrier‑free and accessible employment practices. Should you require accommodation through any stage of the recruitment process, please make them known when contacted and we will work with you to meet your needs. "

Reports to : CEO

Company : Pocketpills.com

Total Addressable Market : $45B

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