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:
We’re looking for a Senior Product Manager to lead the member-facing product experience from the moment a potential member begins signup through their activation into a treatment journey — and beyond. This role is central to ensuring that every interaction is simple, supportive, and trustworthy, helping members successfully begin treatments we offer today while also preparing for a pipeline of new treatments we’ll launch in the future.
You’ll be responsible for owning the end-to-end journey across onboarding, treatment initiation, renewals, and ongoing engagement — making sure each touchpoint drives member satisfaction, adherence, and long-term retention. You will partner closely with cross-functional teams (Clinical, Operations, Engineering, Design, and Marketing) to build experiences that balance safety, compliance, and delight.
Key Responsibilities:
Own Treatment Journeys
- Design and optimize flows that guide members seamlessly from signup to successful treatment initiation across current offerings.
- Continuously monitor journey performance and identify opportunities to improve conversion, adherence, and satisfaction.
Launch New Treatments
- Build scalable frameworks for onboarding and activation that can be extended to support a growing pipeline of treatments.
- Partner with clinical and operational teams to ensure new journeys are safe, compliant, and easy to adopt.
Simplify Onboarding & Activation
- Reduce friction and drop-offs by making medical, operational, and regulatory requirements transparent and user-friendly.
- Introduce best practices for user guidance, progressive disclosure, and support during sign-up and onboarding.
Enhance Ongoing Member Experience
- Improve how members manage their treatments, handle renewals, and interact with care teams.
- Design systems that proactively support adherence, renewals, and engagement over time.
Data-Driven Improvements
- Define and own KPIs around acquisition, activation, adherence, and retention.
- Use experimentation (A/B testing, funnel analysis) and user insights to guide roadmap decisions.
- Build frameworks to measure success and iterate quickly.
Cross-Functional Collaboration
- Partner with Engineering and Design to deliver thoughtful, member-first product experiences.
- Work with Clinical and Operations teams to ensure treatment journeys meet medical and regulatory standards.
- Collaborate with Marketing to align acquisition, messaging, and onboarding experiences.
Voice of the Member
- Advocate for members’ needs in all product planning and decision-making.
- Bring insights from user research, support feedback, and analytics into product strategy.
- Ensure every treatment journey feels supportive, trustworthy, and human.
Requirements:
- 6+ years of product management experience in consumer-facing products, ideally healthcare or other regulated industries.
- Demonstrated success improving onboarding, activation, or consumer journey experiences.
- Strong analytical and data-driven decision-making skills; expertise with A/B testing and funnel optimization.
- Skilled communicator who can influence and collaborate with cross-functional teams.
- Proven ability to define product vision, strategy, and roadmap while driving execution.
- Comfortable working with complexity, regulation, and ambiguity in fast-growing environments.
Nice to Have:
- Experience in pharmacy, telehealth, or chronic condition management.
- Background in launching or scaling new product lines in healthcare or regulated sectors.
- Familiarity with care delivery or patient engagement platforms.
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. "
