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Director, Strategy

Job in Toronto, Ontario, M5A, Canada
Listing for: Flipp
Full Time position
Listed on 2026-03-06
Job specializations:
  • Management
    Business Management, Business Analyst, Corporate Strategy
  • Business
    Business Management, Business Analyst, Corporate Strategy
Job Description & How to Apply Below

About Flipp

Flipp partners with the largest North American retailers and brands to deliver local promotions and savings to millions of engaged shoppers daily, driving superior returns on investments.

We help people make smarter shopping decisions with autonomy and accountability. With rising living costs, Flipp's mission is crucial. Our Shopper Consideration Platform allows retailers and manufacturers to create digital experiences from their savings & deals content, aiding shoppers in deciding what to buy and where to buy it. Together, we make a difference.

At Flipp, you'll work with hungry, humble, highly intelligent and other-centered teammates. We challenge ourselves, learn by doing, and grow by developing new skills and perspectives. You'll be equipped to make an impact, realize your potential, and stay inspired every step of the way.

The Director, Strategy will identify, lead and develop our company-wide strategic planning and business processes including long-term planning, strategic initiatives and ongoing reporting via OGSM balance scorecard. With direct and ongoing collaboration with the executive management (CFO, CEO) and senior functional leaders, the Director, Strategy will develop and refine:

  • Enterprise-level strategy including mission, vision, where to play, how to win and M&A
  • Enterprise-level insights to support strategy development and ongoing refinement including but not limited to market insights and competitive intelligence
  • Ensuring organizational alignment i.e. executional plans are developed as a cascade from core strategic annual and long-term planning process
  • Company-wide business processes including ongoing governance, balance scorecard (OGSM) and key strategic initiatives
  • The strategy team sits at the nexus of the company, working closely with Product, Operations, External Partnerships, Post-merger Integration and Finance teams to identify the largest opportunities for our business and develop plans against them.


    What you'll get the opportunity to do:

  • Strategic Planning

    Lead, coordinate and set the agenda for strategic planning and long-term planning at Flipp including annual 3-YR and 10-YR organizational planning and quarterly strategic deep-dive reviews

    Refine and build our strategic planning process into an organizational discipline with rigour, robustness and external best practices and data.

    Work with the executive team (CEO/CFO) to build out new strategy elements leveraging the where to play and how to win framework; incorporate new strategy elements into all planning processes

    Understand and identify market opportunities and sizing pools for Flipp including in core and adjacent spaces

    Understand the competitive landscape and monitor developments across the Digital Merchandising landscape globally to identify new opportunities and white-space for growth and innovation Work with the finance and FP&A teams to ensure that strategy and long-term financial models, goals and KPIs are aligned and synchronized across key modelling outcomes and scenarios.
  • Strategy Execution & Monitoring

    Lead, coordinate and deliver the annual OGSM planning process (Q4 - Q1) ensuring Develop scorecards for strategic and operational initiatives including key metrics, measures and outcomes ensuring robust collaboration and cross-functional inputs

    Set up and run ongoing processes to ensure that the OGSM framework is laddered and cascaded across the full organization including key communication channels and strategies for alignment. Set up processes and systems to ensure the OGSM balance scorecard is up to date monthly with key insights derived and presented to the senior leadership team and the Flipp community via our all-hands communication channels
  • Strategic Initiatives

    Develop and evaluate business cases for strategic initiatives, features, products and sales-based approaches through opportunity prioritization from a customer, financial, operational, product and partnership lens Lead the development of large partnership opportunities and new business models, including end-to-end financial models focused on operational scaling and return on investment Lead and coordinate the ongoing strategic initiative…
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