Pocketpills is Canadas leading online pharmacy and health platform, proudly delivering over 2 million prescriptions to members homes. Were transforming the healthcare experience by combining compassionate, personalized care with technology built to serve real people. Our in-house innovations power a seamless, member-first experienceand have helped us grow sustainably and profitably while staying true to our mission. Every day, our expert physicians, pharmacists, care team, and technologists collaborate with trusted partners to make high-quality care more personal and more impactful.

If you're passionate about improving lives and shaping the future of healthcare in Canada, wed love to meet you.

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, youll 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 & Experience:

• 10+ years of product management experience, with at least 2 years in a leadership role managing and mentoring product teams.
• Proven success leading member-facing products, preferably in technology startups, SMEs, or medium-sized companies.
• The ideal candidate has a proven track record of building and scaling consumer-facing technology products in startup or high-growth environments.
• Demonstrated ability to define and execute product strategy in fast-paced, resource-constrained environments.
• Strong data literacy with experience using qualitative and quantitative insights to drive product decisions and business forecasts.
• Expertise in agile methodologies and lean product development practices.
• Excellent cross-functional collaboration skills; able to work closely with engineering, design, marketing,health care experts, and operations teams.
• Exceptional communication and stakeholder management abilities, comfortable presenting to executive leadership and partners.
• Customer-centric mindset with a passion for delivering outstanding user experiences.
• Experience with market research and competitive analysis to inform product direction.

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, youll 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 .

Location: In Person, Surrey

" 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. "