Head of Strategic Initiatives

Flipp collaborates with leading retailers and brands across North America to provide local promotions and savings to millions of engaged consumers every day, driving exceptional returns on investments.

We empower individuals to make informed shopping choices with independence and accountability. In light of increasing living expenses, Flipp's mission is more vital than ever. Our Shopper Consideration Platform enables retailers and manufacturers to craft digital experiences from their savings and deals content, assisting shoppers in determining what to purchase and where to find it. Together, we create meaningful impact.

The Director of Strategy will spearhead, guide, and enhance our organization-wide strategic planning and business processes, encompassing long-term planning, strategic initiatives, and continuous reporting through the OGSM balance scorecard. In direct and ongoing collaboration with executive management (CFO, CEO) and senior functional leaders, the Director of Strategy will develop and refine:

• Enterprise-level strategy, including mission, vision, market positioning, competitive advantage, and M&A
• Enterprise-level insights to support strategy formulation and ongoing refinement, including market insights and competitive intelligence
• Ensuring organizational alignment, i.e., execution plans are developed as a cascade from core strategic annual and long-term planning processes
• Company-wide business processes, including ongoing governance, balance scorecard (OGSM), and key strategic initiatives

The strategy team operates at the core of the organization, collaborating closely with Product, Operations, External Partnerships, Post-merger Integration, and Finance teams to identify the most significant opportunities for our business and formulate actionable plans.

• Strategic Planning
  • Lead, coordinate, and set the agenda for strategic and long-term planning at Flipp, including annual 3-year and 10-year organizational planning and quarterly strategic deep-dive reviews.
  • Enhance and institutionalize our strategic planning process as an organizational discipline with rigor, robustness, and adherence to external best practices and data.
  • Collaborate with the executive team (CEO/CFO) to develop new strategy elements utilizing the 'where to play' and 'how to win' framework; integrate new strategy components into all planning processes.
  • Identify and assess market opportunities and sizing pools for Flipp, including core and adjacent markets.
  • Analyze the competitive landscape and monitor developments across the Digital Merchandising sector globally to uncover new opportunities and areas for growth and innovation.
  • Work alongside finance and FP&A teams to ensure alignment and synchronization of strategy with long-term financial models, goals, and KPIs across key modeling outcomes and scenarios.
• Strategy Execution & Monitoring
  • Oversee, coordinate, and execute the annual OGSM planning process (Q4 - Q1) ensuring:
    • Creation of scorecards for strategic and operational initiatives, including key metrics, measures, and outcomes, ensuring robust collaboration and cross-functional input.
    • Establishment of ongoing processes to ensure the OGSM framework is effectively communicated and cascaded throughout the organization, including key communication channels and alignment strategies.
  • Implement processes and systems to maintain the OGSM balance scorecard, providing monthly updates with key insights presented to the senior leadership team and the Flipp community through all-hands communication channels.
• Strategic Initiatives
  • Develop and assess business cases for strategic initiatives, features, products, and sales approaches through opportunity prioritization from customer, financial, operational, product, and partnership perspectives.
  • Lead the formulation of significant partnership opportunities and new business models, including comprehensive financial models focused on operational scaling and return on investment.
  • Coordinate the ongoing strategic initiative review process (approximately every 6 weeks) to ensure overall status is communicated, risk mitigation strategies are identified, and opportunities for acceleration are pursued.
• Corporate Development
  • Articulate and refine Flipp's inorganic M&A strategy in collaboration with the CEO/CFO/Executive team, aligning with our overall long-term strategic planning framework and objectives. Ensure that M&A is recognized as a complementary and accelerated growth driver.
  • Prospect identification and pipeline management:
    • Continuously monitor the external landscape to identify potential acquisition targets and partnerships.
    • Establish relationships with investment bankers and private equity firms to maintain a comprehensive list of potential targets and stay informed on opportunities and processes.
    • Categorize and evaluate target opportunities to ensure alignment with enterprise growth strategies.
    • Create an internal database of M&A opportunities and outcomes from strategic processes for tracking, monitoring, and benchmarking.
  • Process management and execution:
    • Ensure that pipeline, M&A strategy, and diligence tracking are current.
    • Prepare investment memos, business cases, and financial models as needed.
    • Coordinate with third-party advisors as necessary to facilitate opportunity assessment and due diligence.
  • Lead the development of executive-level updates and content, including quarterly board reporting on our M&A strategy, progress, and in-process opportunities.
• Team Leadership and Coaching
  • Provide leadership coaching and mentoring to the team, making strategic adjustments as needed to enhance capabilities at all levels and improve outcomes.
  • Foster a culture of high performance, engagement, knowledge sharing, and collaboration.
  • Support the growth and development of team members.
  • Ensure the strategy team is actively engaged across functions to promote robust collaboration and strategic partnerships.

• Minimum 8-10 years of relevant experience in driving strategic initiatives.
• Global strategy experience or a background in strategy consulting is preferred.
• Exceptional interpersonal skills with the ability to build relationships and inspire individuals at all organizational levels.
• Ability to articulate complex ideas clearly and present them to the executive team.
• Proven success in shaping and influencing an organization's strategic agenda and priorities.
• Demonstrated ability to thrive in a fast-paced and rapidly evolving work environment.
• Experience in aligning a diverse range of stakeholders around a strategic goal.
• A high degree of initiative, urgency, and a willingness to challenge the status quo.
• Advanced proficiency in Microsoft Excel, Word, and PowerPoint (or their Google Workspace equivalents).

What we offer:

• An inclusive, collaborative environment where your voice is valued.
• A remote-first workplace.
• The resources and opportunities necessary for personal and professional growth.
• Every opportunity to take ownership of your success.

What we expect:

• Your authentic self, every day.
• Your best work, from any location.
• A desire for learning, curiosity, and a growth mindset.
• Motivation, initiative, and an entrepreneurial spirit.

If you are interested in contributing to the future of shopping, please complete the application form. While experience and skills are important, growth potential and attitude are equally valued. If you are ready to grow significantly with your team in a world-class learning organization, we encourage you to apply. We believe that the most innovative solutions arise from diverse perspectives and life experiences.

Flipp is an equal-opportunity employer. We do not discriminate based on race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, or gender identity. We take pride in being a welcoming environment for employees from all backgrounds, allowing them to bring their whole selves to work with confidence. Flipp is dedicated to providing appropriate accommodations to ensure our selection process is equitable, and such accommodations can be arranged upon request.

A member of our recruitment team will reach out to you shortly.

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