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Job Description & How to Apply Below
About Us
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 Delightfully Human. With Pocketpills, complete care is right in your pocket.
Position Overview
We are seeking a strategic and member‑focused Director of Product Management to lead the evolution of Pocketpills’ product portfolio. In this role, you’ll work with the leadership to define and drive the product vision and roadmap, ensuring alignment with business goals and member needs. You will collaborate cross‑functionally with engineering, design, health care experts, operations, and marketing to deliver scalable and user‑centric solutions.
This role requires strong leadership, a passion for innovation, and a track record of delivering high‑impact consumer products. You will also mentor a team of product managers and foster a culture of experimentation and continuous improvement.
Key Responsibilities
Product Strategy & Growth
Develop and drive a clear, pragmatic product strategy aligned with company goals in a fast‑moving technology startup.
Prioritize high‑impact initiatives that balance short‑term wins with long‑term scalability and growth.
Adapt quickly to market feedback and evolving business needs with flexible planning.
Own Product Vision and Strategy
Define and communicate product vision aligned with company objectives.
Lead quarterly and long‑term product planning efforts to prioritize impactful business problems.
Align product strategy with company goals / OKRs, customer needs, and market opportunities.
Drive Product Lifecycle Execution
Oversee all stages of the product lifecycle — from discovery to delivery and iteration.
Ensure timely development of insights, prototypes, MVPs, and full‑scale solutions.
Promote data‑driven decision‑making and value realization at each stage.
Collaborate Cross‑Functionally
Partner closely with engineering, design, health care experts, marketing, and operations teams.
Ensure alignment between go‑to‑market strategies and product development efforts.
Conduct Market & Competitive Analysis
Set standards for deep market research and ongoing competitive analysis.
Translate insights into strategic direction and actionable product plans.
Identify emerging trends, opportunities, and threats in the marketplace.
Member‑Centric Innovation
Ensure customer feedback and user needs are embedded in product decisions.
Advocate for a guest‑first approach across all teams and initiatives.
Introduce new tools and methods to inspire creativity, innovation, and experimentation.
Establish and Manage OKRs
Define clear Goals / Objectives and Key Results (OKRs) for product teams.
Track progress, measure impact, and drive continuous improvement through data.
Hold teams accountable for outcomes and learnings, not just delivery.
People Leadership
Lead, mentor, and grow a high‑performing team of Product Managers.
Build strong communication and alignment practices across remote, cross‑functional teams.
Manage product teams across multiple time zones and geographies.
Qualifications…
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