Chief of Staff

at  PocketPills

Pocketpills is Canada’s online pharmacy. We are revolutionizing the pharmacy experience by combining personalized care with innovative proprietary technology. We are a team of healthcare professionals, technologists, customer service working to provide personalized care, support and timely medications for our members. Through our easy-to-use app and website, members can fill prescriptions, order refills and consult with certified health care professionals—wherever and whenever they need. With a presence across multiple provinces in Canada, we are committed to making medication more accessible and affordable for all Canadians. Pocketpills is one of Canada’s fastest-growing health tech companies, with more than 500,000 members and counting.
At Pocketpills, we prioritize a member-focused approach and seek passionate individuals who resonate with our core values: People First, Celebrate the Why!, Be Accountable, Act with Honesty and Integrity, and Think Big, Start Small, Move Fast.
Join us in making a meaningful impact in health-tech!

QUALIFICATIONS & EXPERIENCE

• MBA (or equivalent experience)
• 5+ years of experience in strategic roles, with a proven track record in Project and Program Management. Experience as a Chief of Staff or in a similar capacity is highly preferred.
• Experience working in start-up environments.
• Strong ability to influence and collaborate with senior leaders, driving alignment and fostering a culture of teamwork.
• Exceptional analytical and problem-solving skills, with the ability to leverage data to inform strategic decisions.
• Excellent verbal and written communication skills, capable of articulating complex ideas and influencing diverse stakeholders.
• A proactive and adaptable approach to navigating changing priorities in a fast-paced environment.

PREFERRED SKILLS AND QUALIFICATIONS

• Experience in data analysis and budget management
• Consulting experience, with a focus on operations management
• Proven success in a project management role
• Nimble business mind, focused on developing creative solutions
• Strong project-reporting skills, with focus on interdepartmental communications

• Communication: Serve as liaison with staff, executives, senior leaders, and CXOs regarding project updates, proposals, and planning
• Strategic Collaboration: Develop and build on relationships with all employees for increased efficiency and responsiveness of existing operations, and help define new operational strategies by working with the senior management team.
• Project Management: execute and manage new initiatives or special projects, assess the risk, cost, and work required to achieve it, then facilitate and oversee the project to completion.
• Strategic Planning: Assist in developing and implementing the organization’s strategic goals and initiatives.
• Decision Support: Provide analysis and recommendations to support decision-making processes, often involving research and data analysis.
• Performance Tracking: Monitor the progress of strategic initiatives and performance metrics, reporting on outcomes and adjustments needed.
• Stakeholder Engagement: Build and maintain relationships with key stakeholders, both internal and external, to enhance collaboration and support.
• Business Planning: Create and refine the business plan, outlining goals, target markets, revenue models, and operational strategies.
• Market Research: Conduct research to understand market trends, customer needs, and competitive landscapes, adapting strategies accordingly.
• Development of analyses, compelling presentations, and meeting materials.
• Handling inquiries, developing action plans, and assisting with preparation and dissemination of communications